PYRIDINE KETONES USEFUL AS HERBICIDES

Abstract: Compounds of formula (I) in which the substituents are as defined in claim 1 are suitable for use as herbicides.

Description: PYRIDINE KETONES USEFUL AS HERBICIDES The present invention relates to novel herbicidally active pyridine ketones, to processes for their preparation, to compositions which comprise these compounds, and to their use for controlling weeds, in particular in crops of useful plants, or for inhibiting plant growth. Pyridine ketones having herbicidal action are described, for example, in WO 97/46530. We have now found novel pyridine ketones having herbicidal and growth-inhibiting properties. The present invention thus provides compounds of the formula I in which each R independently is d-C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl, C 2 -C 6 alkynyl, C 2 -C 6 haloalkynyl, C 3 -C 6 cycloalkyl, Cι-C 6 alkoxy, d-C 6 haloalkoxy, Cι-C 6 alkylthio, C C 6 alkyisulfinyl, Cι-C 6 alkylsulfonyl, Cι-C 6 haloalkyl, d-C 6 haloalkylthio, CrC 6 haloalkylsulfinyl, d-C 6 haloalkylsulfonyl, d-C 6 alkoxycarbonyl, Cι-C 6 alkylcarbonyl, Cι-C 6 alkylamino, di-C C 6 alkylamino, CrC 6 alkylaminosulfonyl, di-Cι-C 6 alkyiaminosulfonyl, -N(R 1 )-S-R 2 , -N(R 3 )-SO-R 4 , -N(R 5 )-SO 2 -R6, nitro, cyano, halogen, hydroxyl, amino, formyl, hydroxy-CrC 6 alkyl, d-C 6 alkoxy-d-C 6 alkyl, Cι-C6alkoxycarbonyloxy-d-C 6 alkyl, d-Cealkylthio-d-Cβalkyl, d-C 6 alkylsulfinyl-Cι-C 6 alkyl, Ci-Cealkylsulfonyl-d-Cealkyl, thiocyanato-d-C 6 alkyl, cyano-d-C 6 alkyl, oxiranyl, C 3 -C 6 alkenyloxy, C 3 -C 6 alkynyloxy, Ci-Cealkoxy-d-Cealkoxy, cyano-d-C 6 alkenyloxy, Cι-C 6 alkoxycarbonyloxy-d-C 6 alkoxy, C 3 -C 6 alkynyloxy, cyano-C C 6 alkoxy, d- C 6 alkoxycarbonyl-C C 6 alkoxy, Ci-Cealkylthio-d-Cealkoxy, alkoxycarbonyl-Cι-C 6 alkylthio, alkoxycarbonyl-CrC 6 alkylsulfinyl, alkoxycarbonyl-d-C 6 alkylsulfonyl, d-C 6 alkylsulfonyloxy, d-C 6 haloalkylsulfonyloxy, phenyl, benzyl, phenoxy, phenylthio, phenylsulfinyl, phenylsulfonyl, benzylthio, benzylsuifinyl or benzylsulfonyl, where the phenyl groups may be mono- or polysubstituted by halogen, methyl, ethyl, trifiuoromethyl, methoxy or nitro, or R is a five- to ten-membered monocyclic or fused bicyclic ring system, which may be aromatic or partially saturated and may contain 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, where the ring system is either attached directly to the pyridine ring or attached to the pyridine ring via a d-dalkylene group, and where each ring system may not contain more than 2 oxygen atoms and not more than two sulfur atoms, and where the ring system for its part may be mono-, di- or trisubstituted by d- C 6 alkyl, d-C 6 haloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 haloalkenyl, C 3 -C 6 alkynyl, C 3 -C 6 haloalkynyl, d- C 6 alkoxy, d-C 6 haioalkoxy, C 3 -C 6 alkenyloxy, C 3 -C 6 alkynyloxy, mercapto, d-C 6 alkylthio, Ci- C 6 haloalkylthio, C 3 -C 6 alkenylthio, C 3 -C 6 haloalkenylthio, C 3 -C 6 alkynylthio, C 2 - C 5 alkoxyalkylthio, C 3 -C 5 acetylalkylthio, C 3 -C 6 alkoxycarbonylalkylthio, C 2 -C 4 cyanoalkylthio, d-C 6 alkylsulfinyl, d-C 6 haloalkylsulfinyl, d-C 6 alkylsulfonyl, d-C 6 haioalkylsulfonyl, aminosulfonyl, Cι-C 2 alkylaminosulfonyl, C 2 -C 4 dialkylaminosulfonyl, d-C 3 alkylene-R 7 , NR 8 R 9 , halogen, cyano, nitro, phenyl and benzylthio, where phenyl and benzylthio for their part may be substituted on the phenyl ring by d-C 3 alkyl, d-C 3 haloalkyl, C C 3 alkoxy, Cι- C 3 haloalkoxy, halogen, cyano or nitro, and where substituents on the nitrogen in the heterocyclic ring are different from halogen; m is 1 , 2, 3 or 4; p is O or 1 ; R R 3 and R 5 independently of one another are hydrogen or d-C 6 alkyl; R 2 is NR10R11, d-C 6 alkoxy, d-C 6 haloalkoxy, d-C 6 alkyl, d-C 6 haloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 haloalkenyl, C 3 -C 6 alkynyl, C 3 -C 6 haloalkynyl, C 3 -C 6 cycioalkyl or phenyl, where phenyl for its part may be substituted by d-C 3 alkyl, Cι-C 3 haloalkyl, Cι-C 3 alkoxy, d-C 3 haloalkoxy, halogen, cyano or nitro; R is NRι 2 Rι 3 , d-C 6 alkoxy, Ci-Cehaloalkoxy, Cι-C 6 alkyl, d-C 6 haloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 haloalkenyl, C 3 -C 6 alkynyl, C 3 -C 6 haloalkynyl, C 3 -C 6 cycloaikyl or phenyl, where phenyl for its part may be substituted by d-C 3 alkyl, Cι-C 3 haloalkyl, d-C 3 alkoxy, Cι-C 3 haioalkoxy, halogen, cyano or nitro; R 6 is NRι Ri5, CrC 6 alkoxy, d-C 6 haloalkoxy, d-C 6 alkyl, Cι-C 6 haloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 haloalkenyl, C 3 -C 6 alkynyl, C 3 -C 6 haloalkynyl, C 3 -C 6 cycloalkyl or phenyl, where phenyl for its part may be substituted by Cι-C 3 alkyl, CrC 3 haloalkyl, d-C 3 alkoxy, d-C 3 haloalkoxy, halogen, cyano or nitro; R 7 is d-C 3 alkoxy, C 2 -C 4 aikoxycarbonyl, d-C 3 alkylthio, d-C 3 alkylsulfinyl, C C alkylsulfonyl or phenyl, where phenyl for its part may be substituted by d-C 3 alkyl, d-C 3 haloalkyl, d-C 3 alkoxy, d-C 3 haloalkoxy, halogen, cyano or nitro; Rs, R 10 . R 12 and R n independently of one another are hydrogen or d-C 6 alkyl; Rg, Rn, R 13 and R15 independently of one another are d-C 6 alkyl or d-C 6 alkoxy; Q is the group Qι in which 16. R17, R IB and R 19 independently of one another are hydrogen, hydroxyl, d-C 4 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, d-C 4 alkoxycarbonyl, d-C 6 alkylthio, d-C 6 alkylsulfinyl, d-C 6 al ylsulfonyl, d-C 4 alkyl-NHS(O) 2 , d-C 4 haloalkyl, -NH-d-C 4 alkyl, -N(d-C 4 alkyl) 2 , C,-C 6 alkoxy, cyano, nitro, halogen or phenyl, which for its part may be substituted by d-C alkyl, d-dhaloalkyl, d-C alkoxy, d-C haloalkoxy, d-C alkyicarbonyl, d-C 4 alkoxycarbonyl, amino, d-C 4 alkylamino, di-d-C 4 alkylamino, d-C 6 alkylthio, CrCealkylsulfinyl, d-C 6 alkylsulfonyl, Cι-C 4 alkyl-S(O) 2 O, Cι-C haloalkylthio, C r C haloalkylsulfinyl, d-C 4 haloalkylsulfonyl, d-C 4 haloalkyl-S(O) 2 O, Cι-C 4 alkyl-S(O) 2 NH, d-C 4 alkyl-S(O) 2 N(d-C 4 alkyl), halogen, nitro, COOH or cyano; or two adjacent substituents from the group consisting of Rι 6 , Rn, R IB and R i9 form a C 2 -C 6 alkyiene bridge; R 20 is hydroxyl, O ' M + , halogen, cyano, SCN, OCN, d-C 12 alkoxy, Cι-C 4 alkoxycarbonyl-Cι-C 4 alkoxy, d-C 12 alkylthio, d-C^aikylsulfinyl, d-Cι 2 alkylsulfonyl, Cι-Ci 2 haloalkylthio, C 1 -C 12 haloalkylsulfinyl, d-C 12 haloalkylsulfonyl, Cι-C 6 alkoxy-d-C 6 alkylthio, d-Cealkoxy-d-Ce alkylsulfinyl, CrCealkoxy-Ci-Cealkylsulfonyl, C 2 -d 2 alkenylthio, C 2 -Cι 2 alkenylsulfinyl, C 2 -C 12 alkenylsulfonyl, C 2 -Cι 2 alkynylthio, C 2 -C 12 alkynylsulfinyl, C 2 -C 12 alkynyisulfonyl, C 2 -C 12 haloalkenylthio, C 2 -d 2 haloalkenylsulfinyl, C 2 -Cι 2 haloalkenylsuifonyl, d-C 4 alkoxycarbonyl- C 1 -C 4 alkylthio, C C 4 alkoxycarbonyl-Cι-C 4 alkylsulfinyl, Cι-C 4 alkoxycarbonyl-d- C 4 alkylsuifonyl, (d-C 4 alkoxy) 2 P(O)O, d-C 4 alkyl-(Cι-C 4 alkoxy)P(Q)O, H(C r C 4 alkoxy)P(O)O, RsrRsβN, R 7 ιR 72 NNH-, R 2 ιR 22 NC(O)O-, R 73 R 74 NC(O)NH-, d-C 4 alkyl-S(O) 2 NR 39 , d-C 4 haloalkyl-S(O) 2 NR 40 , d-C 4 alkyl-S(O) 2 O, d-C haloalkyl-S(O) 2 O, Cι-d 8 alkylcarbonyloxy, where the alkyl group may be substituted by halogen, Cι-C 6 alkoxy, Ci.Cealkylthio or cyano, C 2 -C 18 alkenylcarbonyloxy, C 2 -Cι 8 alkynylcarbonyloxy, C 3 -C 6 cycloalkylcarbonyloxy, Cι-C 12 alkoxycarbonyloxy, d-Cι 2 alkylthiocarbonyloxy, d-C^alkylthiocarbamoyi, d-C 6 alkyl- NH(CS)N(d-C 6 alkyl)-NH-, di-Cι-C6alkyl-N(CS)N(d-C 6 all<yl)-NH-, benzyloxy, benzylthio, benzylsulfinyl, benzylsulfonyl, phenoxy, phenylthio, phenylsulfinyl, phenylsulfonyl, phenylsulfonyloxy or benzoyloxy, where the phenyl groups for their part may each be substituted by d-C alkyl, d-C haioaikyl, C C 4 alkoxy, C C haloalkoxy, d-C alkylcarbonyl, C 1 -C alkoxycarbonyl, d-C alkyiamino, di-Cι-C 4 alkylamino, d-C 4 alkylthio, Cι-C 4 alkylsulfinyl, d-C 4 alkylsulfonyl, d-C alkyl-S(O) 2 O, d-C 4 haloalkylthio, Cι-C 4 haloalkylsulfinyl, Cι-C 4 haloalkylsulfonyl, d-C 4 haloalkyl-S(O) 2 O, C C 4 alkyl-S(O) 2 NH, d-C 4 alkyl-S(O) 2 N(C C 4 alkyl), halogen, nitro or cyano, or a group Arrthio, Ar 2 -sulfinyl, Ar 3 -sulfonyl, -OCO-Ar 4 or NH-Ar 5 in which A , Ar 2 , Ar 3 , Ar and Ar 5 independently of one another are a five- to ten-membered monocyclic or fused bicyclic ring system which may be aromatic or partially saturated and may contain 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, and in which each ring system may not contain more than 2 oxygen atoms and not more than two sulfur atoms, and in which the ring system for its part may be mono-, di- or trisubstituted by d-C 6 alkyl, d-C 6 haloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 haioalkenyl, C 3 -C 6 alkynyl, C 3 -C 6 haloalkynyl, d-C 6 alkoxy, d-C 6 haloalkoxy, C 3 -C 6 alkenyloxy, C 3 -C 6 alkynyloxy, mercapto, d-C 6 alkylthio, d-C 6 haloalkylthio, C 3 -C 6 alkenylthio, C 3 -C 6 haloalkenylthio, C 3 -C 6 alkynylthio, C 2 -C 5 aikoxyalkylthio, C 3 -C 5 acetylalkylthio, C 3 -C 6 alkoxycarbonylalkylthio, C 2 -C cyanoalkylthio, d- C 6 alkylsulfinyl, d-C 6 haloalkylsulfinyl, d-C 6 alkylsulfonyl, Cι-C 6 haloalkylsulfonyl, aminosulfonyl, d-C 2 alkylaminosulfonyl, C 2 -C 4 dialkylaminosulfonyl, d-C 3 alkylene-R 41 , NR 2 R 43 , halogen, cyano, nitro, phenyl and benzylthio, where phenyl and benzylthio for their part may be substituted on the phenyl ring by d-C 3 alkyl, d-C 3 haloalkyl, d-C 3 alkoxy, Ci- C 3 haloalkoxy, halogen, cyano or nitro, and where substituents on the nitrogen in the heterocyclic ring are different from halogen; R 41 is Cι-C 3 alkoxy, C 2 -C 4 alkoxycarbonyl, C C 3 alkylthio, d-C 3 alkylsulfinyl, Cι-C 3 alkylsulfonyl or phenyl, where phenyl for its part may be substituted by d-C 3 alkyl, d-C 3 haloalkyl, d-C 3 alkoxy, d-C 3 haloalkoxy, halogen, cyano or nitro; R 2 is hydrogen or d-C 6 alkyl; R 43 is d-C 6 alkyl or C C 6 alkoxy; R 2 i > R37 , R39 . R o, R71 and R 73 independently of one another are hydrogen or C C 4 alkyl; R22. R38 > R72 and R 74 independently of one another are hydrogen, Cι-Cι 2 alkyl, hydroxyl, C 1 - C 2 alkoxy, C 3 -C 6 alkenyloxy or C 3 -C 6 alkynyloxy; or R 21 and R 22 together or R 37 and R 38 together or R ι and R 72 together or R 73 and R 74 together are pyrrolidino, piperidino, mo holino, thiomoφholino, which may be mono- or polysubstituted by methyl groups; or are the group Q 2 in which Y is a chemical bond, an alkylene group Ai, carbonyl, oxygen, sulfur, sulfinyl, sulfonyl, -NHR 248 or NH(CO)R 249 ; A, is C(R 2 6 R 247 )m 0 ι ; A is C(R 244 R 245 )r; r and m 0 ι independently of one another are 0, 1 or 2; R 240 is hydrogen, methyl or d-C 3 alkoxycarbonyl; R 2 ι, 24 2, R 2 3. R 244 , R2 4 5, R∑ 4 e and R 2 7 independently of one another are hydrogen, halogen or methyl, or R 243 together with an adjacent group R 245 or R 2 7 is a chemical bond; R 248 and R 2 9 independently of one another are hydrogen or d-C 4 alkyl; R 23 is hydroxyl, O ' M + , halogen, cyano, SCN, OCN, Cι-C 12 aikoxy, C 1 -C 4 alkoxycarbonyl-Cι-C alkoxy, d-C 12 alkylthio, d-d 2 alkylsulfinyl, d-d ∑ alkylsulfonyl, Cι-C 12 haloalkylthio, Cι-Cι 2 haloalkylsulfinyl, d-Ci 2 haloalkylsulfonyl, d-C 6 alkoxy-Cι-C 6 alkylthio, d-Cealkoxy-Ci-Cβ alkylsulfinyl, Cι-C 6 alkoxy-Cι-C 6 alkylsulfonyl, C 2 -Cι 2 alkenylthio, C 2 -C 12 alkenylsulfinyl, C 2 -C 12 alkenylsulfonyl, C 2 -d 2 alkynylthio, C 2 -C 12 alkynylsuifinyl, C 2 -C 12 alkynylsulfonyl, C 2 -C 12 haloalkenylthio, C 2 -d 2 haloalkenylsulfinyl, C 2 -Cι 2 haloalkenylsulfonyl, d-C 4 alkoxycarbonyl- d-C 4 alkylthio, Cι-C 4 alkoxycarbonyl-C C 4 alkyisulfinyl, Cι-C 4 alkoxycarbonyl-Cι- C 4 alkylsuifonyl, (d-C 4 alkoxy) 2 P(O)O, d-C 4 alkyl-(d-C 4 alkoxy)P(O)O, H(d- C 4 alkoxy)P(O)O, R^sN, R 75 R 76 NNH-, R 46 R 47 NC(O)O-, R^R^NC^NH-, d-dalkyl-SfO^NR^, d-C 4 haloalkyl-S(O) 2 NR 49 , d-C 4 alkyl-S(O) 2 O, d-C 4 haloalkyl-S(O) 2 O, d-C 18 alkylcarbonyioxy, where the alkyl group may be substituted by halogen, d-C 6 alkoxy, d-C 6 alkylthio or cyano, C 2 -C 1θ alkenylcarbonyloxy, C 2 -C 18 alkynylcarbonyloxy, C 3 -C 6 cycloalkylcarbonyloxy, CrC 12 alkoxycarbonyloxy, d-Cι 2 alkylthiocarbonyloxy, d-C^alkylthiocarbamoyl, d-C 6 alkyl- NH(CS)N(Cι-C 6 alkyl)-NH-, di-Cι-C 6 alkyl-N(CS)N(Cι-C 6 alkyl)-NH-, benzyloxy, benzylthio, benzylsulfinyi, benzylsulfonyl, phenoxy, phenylthio, phenylsulfinyl, phenylsulfonyl, phenylsulfonyloxy or benzoyloxy, where the phenyl groups for their part may each be substituted by d-C 4 alkyl, d-C 4 haloalkyl, d-C 4 alkoxy, d-C 4 haloalkoxy, Cι-C alkylcarbonyl, d-C alkoxycarbonyl, d-C alkylamino, di-C C 4 alkylamino, Cι-C alkylthio, CrC 4 alkylsulfinyl, Cι-C 4 alkylsulfonyl, d-C 4 alkyl-S(O) 2 θ, d-dhaloalkylthio, d-C 4 haloalkylsulfinyl, C C 4 haloalkylsulfonyl, d-C 4 haloalkyl-S(O) 2 O, d-C 4 alkyl-S(O) 2 NH, d-C 4 alkyl-S(O) 2 N(d-C 4 alkyl), halogen, nitro or cyano, or a group Ar 6 -thio, Ar 7 -sulfinyl, Ar 8 -sulfonyl, -OCO-Ar 9 or NH-Ar 10 in which Ar 6 , Ar 7 , Ar 8 , Ar 9 and Ar 10 independently of one another are a five- to ten-membered monocyclic or fused bicyclic ring system which may be aromatic or partially saturated and may contain 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, and in which each ring system may not contain more than 2 oxygen atoms and not more than two sulfur atoms, and in which the ring system for its part may be mono-, di- or trisubstituted by d-C 6 alkyl, d-C 6 haloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 haloalkenyl, C 3 -C 6 alkynyl, C 3 -C 6 haloalkynyl, Cι-C 6 alkoxy, d-C 6 haloalkoxy, C 3 -C 6 alkenyloxy, C 3 -C 6 alkynyloxy, mercapto, d-C 6 alkylthio, Cι-C 6 haioalkylthio, C 3 -C 6 alkenylthio, C 3 -C 6 haioalkenyithio, C 3 -C 6 alkynylthio, C 2 -C 5 alkoxyalkylthio, C 3 -C 5 acetylalkylthio, C 3 -C 6 alkoxycarbonylalkylthio, C 2 -C cyanoalkylthio, d- C 6 alkylsulfinyl, d-C 6 haloalkylsulfinyl, d-C 6 alkylsulfonyl, CrC 6 haloalkylsulfonyl, aminosulfonyl, d-C 2 alkylaminosulfonyl, C 2 -C 4 dialkylaminosulfonyl, d-dialkylene-Rso, NR51R5 2 , halogen, cyano, nitro, phenyl and benzylthio, where phenyl and benzylthio for their part may be substituted on the phenyl ring by d-C 3 alkyl, d-C 3 haloalkyl, Cι-C 3 alkoxy, d- C 3 haloalkoxy, halogen, cyano or nitro, and where substituents on the nitrogen in the heterocyclic ring are different from halogen; R 50 is d-C 3 alkoxy, C 2 -C 4 alkoxycarbonyl, Cι-C 3 alkylthio, Cι-C 3 alkylsulfinyl, d-C 3 alkylsulfonyl or phenyl, where phenyl for its part may be substituted by d-C 3 alkyl, d-C 3 haloalkyl, C 1 -C 3 alkoxy, Cι-C 3 haloalkoxy, halogen, cyano or nitro; R 51 is hydrogen or Cι-C 6 alkyl; R 52 is Cι-C 6 alkyl or d-C 6 alkoxy; R 6 , R^ , R 48 , R 9 , R75 and R 77 independently of one another are hydrogen or d-C 4 alkyl; R 47 , R45, 76 and R 78 independently of one another are hydrogen, Cι-C 12 alkyl, hydroxyl, d- C 12 alkoxy, C 3 -C 6 alkenyloxy or C 3 -C 6 alkynyloxy; or R 44 and R45 together or R 4 β and R 7 together or R 75 and R 76 together or R^ and R 78 together are pyrrolidino, piperidino, morpholino, thiomorpholino, which may be mono- or polysubstituted by methyl groups; or are the group Q 3 in which R 26 is hydroxyl, O " M\ halogen, cyano, SCN, OCN, Cι-Cι 2 alkoxy, d-C alkoxycarbonyl-Cι-C 4 alkoxy, d-Cι 2 alkylthio, d-Cι 2 alkylsulfinyl, d-C^alkylsulfonyl, Cι-Cι 2 haloalkylthio, Cι-Cι 2 haloalkylsulfinyl, d-Cι 2 haloalkylsulfonyl, d-C 6 alkoxy-Cι-C 6 alkylthio, d-Cealkoxy-Ci-Ce alkylsulfinyl, Cι-C 6 alkoxy-Cι-C 6 alkylsulfonyl, C 2 -d 2 alkenylthio, C 2 -Cι 2 alkenylsulfinyl, C 2 -C 12 alkenylsulfonyl, C 2 -Cι 2 alkynylthio, C 2 -C 12 alkynylsulfinyl, C 2 -C 12 alkynylsulfonyl, C 2 -C 12 haloalkenylthio, C 2 -Cι 2 haloalkenylsulfinyl, C 2 -Cι 2 haloalkenylsulfonyl, Cι-C 4 alkoxycarbonyl- d-C 4 alkylthio, C 1 -C 4 alkoxycarbonyl-C 1 -C4alkylsulfinyl, d-C 4 alkoxycarbonyl-Cι- C 4 alkyisulfonyl, (d-C 4 alkoxy) 2 P(O)O, C 1 -C 4 alkyl-(C 1 -C 4 alkoxy)P(O)O, H(d- C 4 aikoxy)P(O)O, R SS R M , R 79 R 80 NNH-, R 55 R56NC(O)O-, R 81 R 82 NC(O)NH-, C C 4 alkyl-S(O) 2 NR 57 , d-C 4 haloaikyl-S(O) 2 NR 58 , Cι-C 4 alkyl-S(O) 2 O, Cι-C 4 haioalkyl-S(O) 2 O, CrC 18 alkylcarbonyloxy, where the alkyl group may be substituted by halogen, d-C 6 alkoxy, Ci.Cealkylthio or cyano, C 2 -Cι 8 alkenylcarbonyloxy, C 2 -Cι 8 alkynylcarbonyloxy, C 3 -C 6 cycloalkylcarbonyloxy, Cι-Cι 2 alkoxycarbonyloxy, Cι-C 12 alkylthiocarbonyloxy, d-Cι 2 alkylthiocarbamoyl, d-C 6 alkyl- NH(CS)N(Cι-C 6 alkyl)-NH-, di-C,-C 6 alkyl-N(CS)N(d-C 6 alkyl)-NH-, benzyloxy, benzylthio, benzylsulfinyl, benzylsulfonyl, phenoxy, phenylthio, phenylsulfinyl, phenylsulfonyl, phenyisulfonyloxy or benzoyloxy, where the phenyl groups for their part may each be substituted by d-C 4 alkyl, d-C 4 haloalkyl, d-dalkoxy, C 1 -C 4 haloalkoxy, Cι-C 4 alkylcarbonyl, d-C 4 alkoxycarbonyl, dialkylamino, di-d-C 4 alkylamino, d-C 4 alkylthio, Cι-C 4 alkylsulfinyl, d-dalkylsuifonyl, C,-C 4 alkyl-S(O) 2 O, d-C 4 haloalkylthio, C C 4 haloalkylsulfinyl, C 1 -C 4 haloalkylsulfonyl, d-C 4 haloalkyl-S(O) 2 O, d-C 4 alkyl-S(O) 2 NH, d-C 4 alkyl-S(O) 2 N(d-C 4 alkyl), halogen, nitro or cyano, or a group Arn-thio, Ar 12 -sulfinyl, Ar 13 -sulfonyl, -OCO-Aru or NH-Ar 15 in which Arn, Ar 12 , Ar 13 , Ar 14 and An 5 independently of one another are a five- to ten-membered monocyclic or fused bicyclic ring system which may be aromatic or partially saturated and may contain 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, and in which each ring system may not contain more than 2 oxygen atoms and not more than two sulfur atoms, and in which the ring system for its part may be mono-, di- or trisubstituted by Cι-C 6 alkyl, Cι-C 6 haloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 haloalkenyl, C 3 -C 6 alkynyl, C 3 -C 6 haloalkynyl, Cι-C 6 alkoxy, Ci-Cehaloalkoxy, C 3 -C 6 alkenyloxy, C 3 -C 6 alkynyloxy, mercapto, d-C 6 alkylthio, C -C 6 haloalkylthio, C 3 -C 6 alkenylthio, C 3 -C 6 haloalkenylthio, C 3 -C 6 alkynylthio, C 2 -C 5 alkoxyalkylthio, C 3 -C 5 acetylalkylthio, C 3 -C 6 alkoxycarbonylalkylthio, C 2 -C4cyanoalkylthio, d- C 6 alkylsulfinyl, Cι-C 6 haloalkylsuifinyl, C C 6 alkylsulfonyl, d-C 6 haloalkylsulfonyl, aminosulfonyl, d-C 2 alkylaminosulfonyl, C 2 -C 4 dialkylaminosulfonyl, Cι-C 3 alkylene-R 59 , NReoRεi, halogen, cyano, nitro, phenyl and benzylthio, where phenyl and benzylthio for their part may be substituted on the phenyl ring by d-C 3 alkyl, d-C 3 haloalkyl, d-C 3 alkoxy, d- C 3 haloalkoxy, halogen, cyano or nitro, and where substituents on the nitrogen in the heterocyclic ring are different from halogen; R 59 is Cι-C 3 alkoxy, C 2 -C 4 alkoxycarbonyl, Cι-C 3 alkylthio, C C 3 alkylsulfinyl, d-C 3 alkylsulfonyl or phenyl, where phenyl for its part may be substituted by Cι-C 3 aikyl, Cι-C 3 haloalkyl, d-C 3 alkoxy, Cι-C 3 haloalkoxy, halogen, cyano or nitro; R 60 is hydrogen or Cι-C 6 alkyl; 6 ι is Cι-C 6 alkyi or Cι-C 6 alkoxy; R55, Rs 3 , R57, R58 , R79 and R 8 ι independently of one another are hydrogen or d-C 4 alkyl; R56 , R M , Rβo and R 82 independently of one another are hydrogen, Cι-Cι 2 alkyl, hydroxyl, d- Cι 2 alkoxy, C 3 -C 6 alkenyloxy or C 3 -C 6 alkynyloxy; or R 53 and R M together or R 55 and R 56 together or R 79 and R 80 together or R 81 and R 82 together are pyrroiidino, piperidino, morpholino, thiomorphoiino, which may be mono- or polysubstituted by methyl groups; R 29 is hydrogen, d-C 6 alkyl, Cι-C 4 alkylcarbonyl, d-C 4 alkoxycarbonyl, (C C 4 alkyl)NHCO, phenylaminocarbonyl, benzylaminocarbonyl or (d-C alkyl) 2 NCO, where the phenyl and benzyl groups for their part may each be substituted by d-C 4 alkyl, Cι-C haloalkyl, d-C 4 alkoxy, Cι-C 4 haloalkoxy, Cι-C 4 alkylcarbonyl, Cι-C 4 alkoxycarbonyl, Cι-C 4 alkylamino, di-Cι-C 4 alkylamino, C C 4 alkylthio, d-C 4 alkylsulfinyl, d-C alkylsulfonyl, C C 4 alkyl-S(O) 2 O, C 1 -C 4 haloalkylthio, d-dhaloalkylsulfinyl, d-C 4 haloalkylsulfonyl, Cι-C 4 haloalkyl-S(O) 2 O, C 1 -C 4 alkyl-S(O) 2 NH, C 1 -C 4 alkyl-S(O) 2 N(C 1 -C 4 alkyl), halogen, nitro or cyano; or is the group Q 4 R . 35 in which R 30 is hydroxyl, O " M + , halogen, cyano, SCN, OCN, d-Cι 2 alkoxy, Cι-C 4 alkoxycarbonyl-d-C 4 alkoxy, Cι-C 2 alkylthio, Cι-C 12 alkyisulfrnyl, Cι-Cι 2 alkylsulfonyl, d-Cι 2 haloalkylthio, d-Cι 2 haloalkylsulfinyl, Cι-Cι 2 haloalkylsulfonyl, Ci-Cβalkoxy-Ci-Cβalkylthio, Cι-C 6 alkoxy-d-C 6 alkylsulfinyl, Cι-C 6 alkoxy-d-C 6 alkylsulfonyl, C 2 -Cι 2 alkenylthio, C 2 -Cι 2 alkenyisulfinyl, C 2 -Cι 2 alkenylsulfonyl, C 2 -Cι 2 alkynylthio, CrCι 2 alkynylsulfinyl, C 2 -d 2 alkynylsulfonyl, C 2 -Cι 2 haloalkenylthio, C 2 -Cι 2 haloalkenylsulfinyl, C 2 -Cι 2 haloalkenylsulfonyl, d-C 4 alkoxycarbonyl- d-dalkylthio, Cι-C 4 alkoxycarbonyl-Cι-C4alkylsulfinyl, d-C 4 alkoxycarbonyl-Cι- C 4 alkylsulfonyl, (Cι-C 4 alkoxy) 2 P(O)O, Cι-C 4 alkyl-(d-C 4 alkoxy)P(O)O, H(d- C 4 alkoxy)P(O)O, e∑ResN, RwRβsNCfOJO-, R 85 R 86 NC(O)NH-, Cι-C 4 alkyl-S(O) 2 NR 66 , C,-C haloaikyl-S(O) 2 NR 6 , d-C 4 alkyl-S(O) 2 O, d-C 4 haloalkyl-S(O) 2 O, Cι-Cι 8 alkylcarbonyloxy, where the alkyl group may be substituted by halogen, d-C 6 alkoxy, d-Cβalkylthio or cyano, C 2 -Cι 8 alkenylcarbonyloxy, C 2 -Cι 8 alkynylcarbonyloxy, CrCβcycloalkylcarbonyloxy, Cι-Cι 2 alkoxycarbonyloxy, Cι-C 2 alkylthiocarbonyloxy, d-Cι 2 alkylthiocarbamoyl, d-C 6 alkyl- NH(CS)N(d-C 6 alkyl)-NH-, di-C,-Cβalkyl-N(CS)N(Cι-C6alkyl)-NH-, benzyloxy, benzylthio, benzylsulfinyl, benzylsulfonyl, phenoxy, phenylthio, phenylsulfinyl, phenylsuifonyl, phenylsulfonyloxy or benzoyloxy, where the phenyl groups for their part may each be substituted by d-C alkyl, Ci-dhaloalkyl, d-C 4 alkoxy, d-C haloalkoxy, CrC 4 alkylcarbonyl, Cι-C 4 alkoxycarbonyl, Cι-C alkylamino, di-Cι-C 4 alkylamino, CrC 4 alkylthio, Cι-C alkylsulfinyl, Cι-C 4 alkylsuifonyl, C C 4 alkyl-S(O) 2 O, C C 4 haloalkylthio, Cι-C 4 haloalkylsulfinyl, d-C 4 haloalkylsulfonyl, d-C 4 haloalkyl-S(O) 2 O, d-C 4 alkyl-S(O) 2 NH, Cι-C4alkyi-S(O) 2 N(d-C 4 alkyl), halogen, nitro or cyano, or a group Arι 6 -thio, Ar 17 -sulftnyl, Ar 18 -sulfonyl, -OCO-Ar 19 or NH-Ar 20 in which Arι 6 , Ar t7 , Arι 8 , Arι 9 and Ar 20 independently of one another are a five- to ten-membered monocyclic or fused bicyclic ring system which may be aromatic or partially saturated and may contain 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, and in which each ring system may not contain more than 2 oxygen atoms and not more than two sulfur atoms, and in which the ring system for its part may be mono-, di- or trisubstituted by Cι-C 6 alkyl, d-C 6 haloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 haloalkenyl, C 3 -C 6 alkynyl, C 3 -C 6 haloalkynyl, Cι-C 6 alkoxy, C C 6 haloalkoxy, C 3 -C 6 alkenyloxy, C 3 -C 6 alkynyioxy, mercapto, Cι-C 6 alkylthio, C C 6 haloalkylthio, C 3 -C 6 alkenyithio, C 3 -C 6 haloalkenylthio, C 3 -C 6 alkynylthio, C 2 -C 5 alkoxyalkylthio, C 3 -C 5 acetylalkylthio, C 3 -C 6 alkoxycarbonylalkylthio, C 2 -C 4 cyanoalkylthio, d- C 6 alkylsulfinyl, d-C 6 haloalkylsulfinyl, d-C 6 alkylsulfonyl, d-C 6 haloalkylsulfonyl, aminosulfonyl, d-C 2 alkylaminosulfonyl, C 2 -C dialkylaminosulfonyl, Cι-C 3 alkylene-R 68 , NR 69 R 70 , halogen, cyano, nitro, phenyl and benzylthio, where phenyl and benzylthio for their part may be substituted on the phenyl ring by d-C 3 aikyl, C C 3 haloalkyl, d-C 3 alkoxy, d- C 3 haloalkoxy, halogen, cyano or nitro, and where substituents on the nitrogen in the heterocyclic ring are different from halogen; R 68 is d-C 3 alkoxy, C 2 -C 4 alkoxycarbonyl, d-C 3 alkylthio, d-C 3 alkyisulfinyl, d-C 3 alkyisulfonyl or phenyl, where phenyl for its part may be substituted by d-C 3 alkyl, CrC 3 haloalkyl, C C 3 alkoxy, d-C 3 haloalkoxy, halogen, cyano or nitro; R 70 is hydrogen or d-C 6 alkyl; R 6 ι is Cι-C 6 alkyl or d-C 6 alkoxy; Rβ4. Rβ2 , Ree , Re7, Rβ3 and R 85 independently of one another are hydrogen or Cι-C alkyl; Res, Re3, β 4 and R 86 independently of one another are hydrogen, Cι-Cι 2 alkyl, hydroxyl, d- Cι 2 alkoxy, C 3 -C 6 alkenyloxy or C 3 -C 6 alkynyloxy; or R 62 and R 63 together or R & * and R 65 together or R 83 and R 84 together or R 85 and R 86 together are pyrroiidino, piperidino, morpholino, thiomorpholino, which may be mono- or polysubstituted by methyl groups; R 33 and R^ independently of one another are hydrogen, d-C 4 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, d-C 4 alkoxycarbonyl, d-C 6 alkylthio, d-Cealkylsulfinyl, Cι-C 6 alkyisulfonyl, CrC 4 alkyl-NHS(O) 2 , d-dhaloalkyl, -NH-d-C 4 alkyl, -N(d-C 4 alkyl) 2 , Cι-C 6 alkoxy or phenyl, which for its part may be substituted by d-C alkyl, d-C 4 haloalkyl, d-C 4 alkoxy, Cι-C 4 haloalkoxy, CrC 4 alkylcarbonyl, d-daikoxycarbonyl, amino, d-C 4 alkylamino, di-Cι-C alkylamino, Ci-Ce alkylthio, d-C 6 alkylsulfinyl, d-C 6 alkylsulfonyl, d-C 4 alkyl-S(O) 2 O, Cι-C 4 haloalkylthio, Cι- haloalkylsulfinyl, d-C 4 haloalkylsulfonyl, d-C4haloalkyl-S(O) 2 O, C C 4 alkyl-S(O) 2 NH, Cι- alkyl-S(O) 2 N(C C 4 alkyl), halogen, nitro, COOH or cyano; or R 33 and R 34 together form a C 2 - C 6 alkylene bridge; and R 35 is hydrogen, d-C 6 alkyl, C 3 -C 6 alkenyl, C 3 -C 6 alkynyl or benzyl, which for its part may be substituted by halogen, methyl or methoxy, or is d-daikoxycarbonyl or phenyl, which for its part may be substituted by d-C 4 alkyl, d-C 4 haloalkyl, Cι-C 4 aikoxy, d-C 4 haloalkoxy, C 1 -C 4 alkylcarbonyl, C C 4 alkoxycarbonyl, amino, CrC 4 alkylamino, di-Cι-C 4 alkylamino, d-C alkylthio, C 1 -C 4 alkyisulfinyl, Cι-C 4 alkylsulfonyl, C C 4 alkyl-S(O) 2 O, Cι-C haloalkylthio, C r C 4 haloalkylsulfinyl, Cι-C 4 haloalkylsulfonyl, d-C 4 haloalkyl-S(O) 2 O, C C 4 alkyl-S(O) 2 NH, C1-C4 alkyl-S(O) 2 N(Cι-C 4 alkyl), halogen, nitro, COOH or cyano; or is the group Q 5 Z-R 01 N (Qs). R * o in which Z is S, SO or SO 2 ; R 01 is hydrogen, d-C 8 alkyl, d-C 8 alkyl substituted by halogen, d-dalkoxy, Cι-C 4 alkylthio, d-dalkylsulfonyl, d-C 4 alkyisulfinyl, -CO 2 R 02 , -COR 03 , -COSR04 , -NRosRoe , CONR 036 Ro37θr phenyl, which for its part may be substituted by d-dalkyl, d-C 6 haloalkyl, CrC alkoxy, d- C haloalkoxy, C 2 -C 6 alkenyl, C 3 -C 6 alkynyl, C 3 -C 6 alkenyloxy, C 3 -C 6 alkynyioxy, halogen, nitro, cyano, -COOH, COOCι-C 4 alkyl, COOphenyl, C C 4 alkoxy, phenoxy, {d-C 4 alkoxy)-Cι-C alkyl, (d-C4alkylthio)-Cι-C 4 alkyl, (d-dalkylsulfiny -Ci-dalkyl, (Cι-C 4 alkylsuifonyl)-CrC 4 alkyl, NHSO 2 -d-C 4 alkyl, NHSO 2 -phenyl, N(Cι-C 6 alkyl)SO 2 -Cι-C 4 alkyl, N(Cι-C 6 alkyl)SO 2 - phenyl, N(C 2 -Cealkenyl)SO 2 -Cι-C alkyl, N(C 2 -C 6 alkenyl)SO 2 -phenyl, N(C 3 -C 6 alkynyl)SO 2 -Cι- C 4 alkyl, N(C 3 -C 6 alkynyl)SO 2 -phenyl, N(C 3 -C 7 cycloalkyl)SO 2 -CrC 4 alkyl, N(C 3 -C 7 cycloalkyl)SO 2 -phenyl, N(phenyl)SO 2 -d-C 4 aikyl, N(phenyl)SO 2 -phenyl, OSO 2 -Cι-C 4 alkyl, CONR 25 R 2 6, OSO 2 -Cι-C 4 haloalkyl, OSO 2 -phenyl, d-C alkylthio, d-C 4 haloalkylthio, phenylthio, d-C 4 alkyisulfonyl, d-C 4 haloalkylsulfonyl, phenylsulfonyl, C 1 -C 4 alkylsulfinyl, d- dhaloalkylsulfinyl, phenylsulfinyl, Cι-C alkylene-phenyl or -NR 0 ι 5 CO 2 Ro 27 ; or R01 is C 2 -C 8 alkenyl or C 2 -C 8 alkenyl substituted by halogen, Cι-C 4 alkoxy, d-C alkylthio, Cι-C alkylsulfonyl, d-C 4 alkyisulfinyl, -CONR 032 Ro 3 3, cyano, nitro, -CHO, -CO 2 R 038 , -COR 039 , -COS-Cι-C 4 alkyl, -NR 0 34Ro 3 s or phenyl which for its part may be substituted by C r C 4 alkyl, C C 6 haloalkyl, d-C 4 alkoxy, CrC 4 haloaikoxy, C 2 -C 6 alkenyl, C 3 -C 6 alkynyl, C 3 -C 6 alkenyloxy, C 3 -C 6 alkynyloxy, halogen, nitro, cyano, -COOH, COOd-C 4 alkyl, (JOOphenyl, d-dalkoxy, phenoxy, (C C 4 alkoxy)-Cι-C 4 aikyl, (CrC 4 alkylthio)-Cι-C 4 alkyl, (CrC4alkylsuifinyl)-Cι-C 4 alkyl, (d-dalkylsulfony -d-dalkyl, NHSO 2 -d-C 4 alkyl, NHSO 2 -phenyl, N(d-C 6 alkyl)SO 2 -Cι-C4 alkyl, N(d-C 6 alkyl)SO 2 -phenyl, N(C 2 -C 6 alkenyl)SO 2 -d-C 4 alkyi, N(C 2 -C 6 alkenyl)SO 2 -phenyl, N(C 3 -C 6 alkynyl)SO 2 -Cι-C 4 alkyl, N(C 3 -C 6 alkynyl)SO 2 -phenyl, N(C 3 -C 7 cycloaikyl)SO 2 -d-C 4 alkyl, N(C 3 -C 7 cycloalkyl)SO 2 -phenyl, N(phenyl)SO 2 -Cι-C 4 alkyl, N(phenyl)SO 2 -phenyl, OSO 2 - Cι-C 4 alkyl, CONRo^Ro^, OSO 2 -Cι-C 4 haloalkyl, OSO 2 -phenyl, Cι-C 4 alkylthio, d-C 4 haloalkylthio, phenylthio, d-C alkylsulfonyl, d-C 4 haloalkylsulfonyl, phenylsulfonyl, d-C 4 alkylsuifinyl, Cι-C haloalkylsulfinyl, phenylsulfinyl, Cι-C 4 alkylene-phenyl or -NR 043 CO 2 R 042 ; or R 01 is C 3 -C 6 alkynyl or C 3 -C 6 alkynyi substituted by halogen, C 1 -C 4 haloalkyl, cyano, -CO 2 R 0 or phenyl, which for its part may be substituted by d-C 4 alkyl, C C 6 haloalkyl, C1-C4 alkoxy, Cι-C haloalkoxy, C 2 -C 6 alkenyl, C 3 -C 6 alkynyl, C 3 -C 6 alkenyioxy, C 3 -C 6 alkynyloxy, halogen, nitro, cyano, -COOH, COOd-C 4 alkyl, COOphenyl, CrC alkoxy, phenoxy, (C 1 -C 4 alkoxy)-d-C 4 alkyl, (CrC4alkylthio)-Cι-C 4 alkyl, (Cι-C 4 alkylsulfinyl)-CrC 4 alkyl, (C r C 4 alkylsulfonyl)-Cι-C 4 alkyl, NHSO 2 -C C 4 alkyl, NHSO 2 -phenyl, N(Cι-C 6 alkyl)SO 2 -Cι-C 4 alkyl, N(Cι-C 6 alkyl)SO 2 -phenyl, N(C 2 -C 6 alkenyl)SO 2 -C 1 -C4alkyl, N(C 2 -C 6 alkenyl)SO 2 -phenyl, N(C 3 - C 6 alkynyl)SO 2 -C 1 -C 4 alkyl, N(C 3 -C 6 alkynyl)SO 2 -phenyl, N(C 3 -C 7 cycloalkyl)SO 2 -C C 4 alkyl, N(C 3 -C 7 cycloalkyl)SO 2 -phenyl, N(phenyl)SO 2 -Cι-C 4 alkyl, N(phenyl)SO 2 -phenyl, OSO 2 -C C 4 alkyl, CONR 028 R 0 2 9 , OSO 2 -d-C 4 haloalkyl, OSO 2 -phenyl, Cι-C alkylthio, C C 4 haloalkylthio, phenylthio, d-C alkylsulfonyl, d-C haloalkylsulfonyl, phenylsulfonyl, d-dalkylsulfinyl, Cι- C 4 haloalkyisulfinyl, phenylsulfinyl, d-dalkylene-phenyl or -NR 03 iCO 2 R 0 3o; or R 01 is C 3 -C 7 cycloalkyl, C 3 -C 7 cycloalkyi substituted by d-dalkyl, d-C alkoxy, C 1 -C 4 alkylthio, CrC alkylsulfinyl, d-C alkylsulfonyl or phenyl, which for its part may be substituted by halogen, nitro, cyano, d-C 4 alkoxy, d-C 4 haloalkoxy, Cι-C 4 alkylthio, d- C haloalkylthio, Cι-C alkyl and Cι-C haloalkyl; or R01 is Cι-C alkylene-C 3 -C 7 cycloalkyl, phenyl, or phenyl which is substituted by d-C 4 alkyl, d-C 6 haloalkyl, d-C 4 alkoxy, C 1 -C 4 haloalkoxy, C 2 -C 6 alkenyl, C 3 -C 6 alkynyl, C 3 -C 6 alkenyloxy, C 3 -C 6 aikynyloxy, halogen, nitro, cyano, -COOH, COOd-C 4 alkyl, COOphenyl, CrC 4 alkoxy, phenoxy, (Cι-C alkoxy)-d-C4alkyl, (Cι-C alkylthio)-d-C 4 alkyl, (d-C 4 alkyisulfinyl)-Cι-C 4 alkyl, (Cι-C 4 alkylsulfonyl)-Cι-C 4 alkyl, NHSO 2 -d-C 4 alkyl, NHSO 2 -phenyl, N(d-C 6 alkyl)SO 2 -Cι-C 4 alkyl, N(C,-C 6 aikyl)SO 2 -phenyl, N(C 2 -C 6 alkenyl)SO 2 -d-C 4 alkyl, N(C 2 -C 6 alkenyl)SO 2 -phenyl, N(C 3 -C 6 alkynyl)SO 2 -Cι-C 4 alkyl, N(C 3 -C 6 alkynyl)SO 2 -phenyl, N(C 3 -C 7 cycloalkyl)SO 2 -d-C 4 alkyl, N(C 3 -C 7 cycloalkyl)SO 2 -phenyl, N(phenyl)SO 2 -C C 4 alkyl, N(phenyl)SO 2 -phenyl, OSO 2 - Cι-C 4 alkyl, CONR 045 Ro e, OSO 2 -d-C 4 haloalkyl, OSO 2 -phenyl, d-C 4 alkylthio, d- C 4 haloalkylthio, phenylthio, Cι-C 4 alkylsulfonyl, d^haloalkylsulfomyl, phenylsulfonyl, d-C 4 alkylsuifinyl, C C 4 haloalkylsulfinyl, phenylsulfinyl, or -NRo 48 CO 2 Ro 47 ; or R 01 is Cι-C alkylene-phenyl, COR 07 or 4-6-membered heterocyclyl; R0 2 , Ro 3 8, Ro^ and Ro6 6 independently of one another are hydrogen, Cι-C 4 alkyl, phenyl, or phenyl which is substituted by d-C 4 alkyl, C C 6 haloalkyl, Cι-C 4 alkoxy, Cι-C haloalkoxy, C 2 - C 6 alkenyl, C 3 -C 6 alkynyl, C 3 -C 6 alkenyloxy, C 3 -C 6 alkynyloxy, halogen, nitro, cyano, -COOH, COOCi-dalkyl, COOphenyl, Cι-C 4 alkoxy, phenoxy, (Cι-C 4 alkoxy)-Cι-C 4 alkyi, (C C 4 alkylthio)-Cι-C 4 alkyl ) (Cι-C 4 alkylsulfinyl)-C 1 -C 4 alkyl l (Cι-C 4 alkylsulfonyl)-C 1 -C 4 alkyl, NHSO 2 - d-dalkyl, NHSO 2 -phenyl, N(d-C 6 alkyl)SO 2 -Cι-C 4 alkyl, N(Cι-C 6 alkyl)SO 2 -phenyl, N(C 2 -C 6 alkenyl)SO 2 -d-C 4 alkyl, N(C 2 -C 6 alkenyl)SO 2 -phenyl, N(C 3 -C 6 alkynyl)SO 2 -d-C 4 alkyl, N(C 3 -C 6 alkynyi)SO 2 -phenyl, N(C 3 -C 7 cycloalkyl)SO 2 -C r C 4 aikyl, N(C 3 -C 7 cycloalkyl)SO 2 -phenyl, N(phenyl)SO 2 -Cι-C 4 alkyl, N(phenyl)SO 2 -phenyl, OSO 2 -d-C 4 alkyl, CONR 0 9 Roso, OSO 2 -d- C haloalkyl, OSO 2 -phenyl, d-C alkylthio, Cι-C 4 haloalkylthio, phenylthio, d-C 4 alkylsulfonyl, d-C 4 haloalkylsulfonyl, phenylsulfonyl, d-C 4 alkylsulfinyl, d-dhaloalkylsulfinyl, phenylsulfinyl, d-C alkylene-phenyl or -NRo5 2 CO 2 R 0 5 3 ; Ro 3 , R 0 39 and Roβ7 independently of one another are d-dalkyl, phenyl or phenyl which is substituted by d-dalkyl, d-C 6 haloalkyl, d-C 4 alkoxy, d-dhaloalkoxy, C 2 -C 6 alkenyl, C 3 -C 6 alkynyl, C 3 -C 6 alkenyloxy, C 3 -C 6 alkynyloxy, halogen, nitro, cyano, -COOH, COOCi-dalkyl, COOphenyl, Cι-C 4 alkoxy, phenoxy, (Cι-C 4 alkoxy)-CrC 4 alkyl, (Cι-C 4 alkylthio)-Cι-C 4 alkyl, (Cι-C 4 alkylsuffinyl)-C 1 -C alkyl, (Cι-C 4 alkyisulfonyl)-Cι-C4alkyl, NHSO 2 -d-C 4 alkyl, NHSO 2 - phenyl, N(d-C 6 alkyl)SO 2 -C 1 -C 4 alkyl, N(Cι-C 6 alkyl)SO 2 -phenyl, N(C 2 -C 6 alkenyl)SO 2 -Cι- C 4 alkyl, N(C 2 -C 6 aikenyl)SO 2 -phenyl, N(C 3 -C 6 alkynyl)SO 2 -Cι-C alkyl, N(C 3 -C 6 alkynyl)SO 2 - phenyl, N(C 3 -C 7 cycioalkyl)SO 2 -Cι-C alkyl, N(C 3 -C 7 cycloalkyl)SO 2 -phenyl, N(phenyl)SO 2 -d- C 4 alkyl, N(phenyl)SO 2 -phenyl, OSO 2 -d-C 4 alkyl, CONRO OTO R OS ^ OSO 2 -CrC 4 haloalkyl, OSO 2 -phenyl, CrC 4 alkylthio, d-C 4 haloalkylthio, phenylthio, d-dalkylsulfonyl, Cι- C 4 haloalkylsulfonyl, phenylsulfonyl, d-C alkylsulfinyl, d-C 4 haloalkylsulfinyl, phenylsulfinyl, Cι-C alkylene-phenyl or -NR 056 CO 2 Ro 55 ; R 0 4 is Cι-C 4 alkyl; R 05 is hydrogen, Ci-dalkyl, C 2 -C 6 alkenyl, C 3 -C 6 alkynyl, C 3 -C 7 cycloaikyl, phenyl or phenyl which is substituted by Ci-dalkyl, Cι-C 6 haloalkyl, d-C 4 alkoxy, d-C 4 haloalkoxy, C 2 -C 6 alkenyl, C 3 -C 6 alkynyl, C 3 -C 6 alkenyloxy, C 3 -C 6 alkynyloxy, halogen, nitro, cyano, -COOH, COOCi-dalkyl, COOphenyl, Cι-C 4 alkoxy, phenoxy, (Cι-C alkoxy)-C C 4 alkyl, (d-C 4 alkylthio)-d-C4alkyl, (C,-C 4 alkylsuifinyl)-C,-C4alkyl, (Cι-C 4 alkylsulfonyl)-Cι-C 4 alkyl, NHSO 2 - Cι-C 4 alkyl, NHSO 2 -phenyl, N(C C 6 alkyl)SO 2 -Cι-C 4 alkyl, N(Cι-C 6 alkyl)SO 2 -phenyl, N(C 2 -C 6 alkenyl)SO 2 -d-C 4 alkyl, N(C 2 -C 6 alkenyl)SO 2 -phenyl, N(C 3 -C 6 alkynyl)SO 2 H, N(C 3 -C 6 alkynyl)SO 2 -Cι-C 4 alkyl, N(C 3 -C 6 alkynyl)SO 2 -phenyl, N(C 3 -C 7 cycloalkyl)SO 2 H, N(C 3 -C 7 cycloalkyl)SO 2 -Cι-C 4 alkyl, N(C 3 -C 7 cycloalkyl)SO 2 -phenyl, N(phenyl)SO 2 -d-C alkyl, N(phenyl)SO 2 -phenyl, OSO 2 -d-C 4 alkyl, CONR 057 Ro58, OSO 2 -d-C 4 haloalkyl, OSO 2 -phenyl, Cι-C 4 alkylthio, d-C 4 haloalkylthio, phenylthio, d-dalkyisulfonyl, Cι-C 4 haloalkylsulfonyl, phenyisuifonyl, Cι-C alkylsulfinyl, d-C 4 haloalkylsulfinyl, phenylsulfinyl, d-dalkylene- phenyl or -NRoβoCO ∑ Rosg; Roe is hydrogen, d-C 4 alkyl, C 2 -C 6 alkenyl, C 3 -C 6 alkynyl, C 3 -C 7 cycloalkyl, phenyl or phenyl which is substituted by d-dalkyl, Cι-C 6 haloalkyl, d-C alkoxy, Cι-C haloalkoxy, C 2 -C 6 alkenyl, C 3 -C 6 alkynyl, C 3 -C 6 aikenyloxy, C 3 -C 6 alkynyloxy, halogen, nitro, cyano, -COOH, COOCi-dalkyl, COOphenyl, d-C 4 alkoxy, phenoxy, (C1-C 4 alkylthio)-Cι-C 4 alkyl, (Cι-C 4 alkylsulfinyl)-Cι-C 4 alkyl, (Cι-C 4 alkylsulfonyl)-Cι-C 4 alkyl, NHSO 2 - Cι-C 4 aikyl, NHSO 2 -phenyl, N(Cι-Cealkyl)SO 2 -Cι-C 4 alkyl 1 N(d-C 6 alkyl)SO 2 -phenyl, N(C 2 -C 6 aikenyl)SO 2 -C C 4 alkyl, N(C 2 -C 6 alkenyl)SO 2 -phenyl, N(C 3 -C 6 alkynyl)SO 2 -C C 4 alkyl, N(C 3 -C 6 alkynyl)SO 2 -phenyl, N(C 3 -C 7 cycloalkyl)SO 2 -Cι-C 4 alkyl, N(C 3 -C 7 cycloalkyl)SO 2 -phenyl, N(phenyl)SO 2 -Cι-C 4 alkyl, N(phenyl)SO 2 -phenyl, OSO 2 -d-C 4 alkyl, CONR0 6 1R 062 , OSO 2 -d- d haloalkyl, OSO 2 -phenyl, Cι-C aikylthio, d-C 4 haloalkylthio, phenylthio, Cι-C alkylsulfonyl, Cι-C 4 haloalkylsulfonyl, phenylsulfonyl, CrC 4 alkylsulfinyl, d-dhaloalkylsulfinyl, phenylsulfinyl, C C alkylene-phenyl or -NR 064 CO 2 R 063 ; R 07 is phenyl, substituted phenyl, Ci-dalkyl, d-C alkoxy or -NR 08 Ro9; R 08 and R 09 independently of one another are d-dalkyl, phenyl or phenyl which is substituted by halogen, nitro, cyano, Cι-C 4 alkyl, d-C 4 alkoxy, Cι-C thioalkyl, -CO 2 Ro 66 , -CORoe 7 , Cι-C 4 alkylsulfonyl, Cι-C 4 alkylsulfinyl, d-C 4 haioalkyl; or R 08 and R 09 together form a 5-6-membered ring which may be interrupted by oxygen, NRoβs or S, R015, R031, Ro 4 3, RCMΘ, R052, Rose, Roβo and Roe independently of one another are hydrogen, d-dalkyl, C 2 -C 6 alkenyl, C 3 -C 6 alkynyl or C 3 -C 7 cycloalkyl; Rθ25ι Rθ26, Rθ27, Rθ28, Rθ29, Rθ30, Rθ32, Rθ3 3 , Rθ34, Rθ35> Rθ36, Rθ37, RtMO, RMI, R(M2, O45, Rθ 4 6> Ro 7, R049, ose Ross, Ro5 . Ross, Ro57, Rosa, Ro59, R061, Ro62, Ro63, Roes and Ro 7 o independently of one another are hydrogen, d-dalkyl, C 2 -C 6 alkenyl, C 3 -C 6 alkynyl, C 3 -C 7 cycloalkyl, phenyl, or phenyl which is substituted by halogen, nitro, cyano, Cι-C alkoxy, d- dhaloalkoxy, d-C 4 alkylthio, d-C 4 haloalkylthio, Ci-dalkyl or d-C 4 haloalkyl; and R 36 is d-dalkyl, d-dhaloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 haloalkenyl, C 3 -C 6 alkynyl, C 3 -C 6 haloalkynyl, C 3 -C 6 cycloalkyl or C 3 -C 6 cycloalkyl which is substituted by halogen, d-dalkyl, d-dhaloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 haloalkenyl, C 3 -C 6 alkynyl, C 3 -C 6 haloalkynyl, C 1 -C 4 alkoxycarbonyl, Cι-C alkylthio, d-dalkylsuifinyl, Cι-C 4 alkylsulfonyl, d-C 4 haloalkylthio, C C haloalkylsulfinyl, d-dhaloalkylsulfonyl, d-C alkylcarbonyl, di-d-C 4 alkylamino, d- dalkoxy, C C 4 haloalkoxy, Cι-C 4 alkyl-S(O) 2 O, Cι-C 4 haloalkyl-S(O) 2 O or phenyl which for its part may be substituted by halogen, Ci-dalkyl, d-dhaloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 alkynyl, cyano, nitro or COOH; and agronomically acceptable salts M + and all stereoisomers and tautomers of the compounds of the formula I. The compounds of the formula I can be present in different isomeric forms which can be isolated in pure form. The invention therefore also embraces all stereoisomeric forms of the compound of the formula I. Examples of these isomeric forms are the formulae Ix, Ixx, Ixxx and Ixxxx below, in which Q is the group Q 2 . Ixx Ixxx Ixxxx The alkyl groups occurring in the definitions of the substituents can be straight-chain or branched and are, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl and octyl and their branched isomers. Alkoxy, alkenyl and alkynyl radicals are derived from the alkyl radicals mentioned. The alkenyl and alkynyl groups can be mono- or polyunsaturated. Halogen is generally fluorine, chlorine, bromine or iodine. This also applies, correspondingly, to halogen in combination with other meanings, such as haloalkyl or halophenyl. Haloalkyl groups preferably have a chain length of from 1 to 8 carbon atoms. Haloalkyl is, for example, fluoromethyl, difluoromethyl, trifiuoromethyl, chloromethyl, dichloromethyl, trichloromethyl, 2,2,2-trifluoroethyl, 2-fluoroethyl, 2-chloroethyl, pentafluoroethyl, 1 ,1- difluoro-2,2,2-trichloroethyl, 2,2,3,3-tetrafluoroethyl and 2,2,2-trichloroethyl; preferably trichloromethyl, difluorochloromethyl, difluoromethyl, trifiuoromethyl and dichlorofluoromethyl. Suitable haloalkenyl groups are alkenyl groups which are mono- or polysubstituted by halogen, halogen being fluorine, chlorine, bromine and iodine and in particular fluorine and chlorine, for example 2,2-difluoro-1-methylvinyl, 3-fluoropropenyl, 3-chloropropenyl, 3- bromopropenyl, 2,3,3-trifluoropropenyl, 2,3,3-trichloropropenyl and 4,4,4-trif luorobut-2-en-1- yl. Among the C 3 -C 20 alkenyi groups which are mono-, di- or trisubstituted by halogen, preference is given to those having a chain length of from 3 to 5 carbon atoms. Suitable haloalkynyi groups are, for example, alkynyl groups which are mono- or polysubstituted by halogen, halogen being bromine, iodine and in particular fluorine and chlorine, for example 3-fluoropropynyl, 3-chloropropynyl, 3-bromopropynyl, 3,3,3- trif luoropropynyl and 4,4,4-trif luorobut-2-yn-1 -yl. Among the alkynyl groups which are mono- or polysubstituted by halogen, preference is given to those having a chain length of from 3 to 5 carbon atoms. Alkoxy groups preferably have a chain length of from 1 to 6 carbon atoms. Alkoxy is, for example, methoxy, ethoxy, propoxy, i-propoxy, n-butoxy, isobutoxy, sec-butoxy and tert- butoxy and also the isomeric pentyloxy and hexyloxy radicals; preferably methoxy and ethoxy. Alkylcarbonyl is preferably acetyl or propionyl. Alkoxycarbonyl is, for example, methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl, n-butoxycarbonyl, isobutoxycarbonyl, sec-butoxycarbonyl or tert-butoxycarbonyl; preferably methoxycarbonyl or ethoxycarbonyl. Haloalkoxy groups preferably have a chain length of from 1 to 8 carbon atoms. Haloalkoxy is, for example, fluoromethoxy, difluoromethoxy, trifluoromethoxy, 2,2,2- trifluoroethoxy, 1 ,1 ,2,2-tetrafluoroethoxy, 2-fluoroethoxy, 2-chloroethoxy, 2,2-difluoroethoxy and 2,2,2-trichloroethoxy; preferably difluoromethoxy, 2-chloroethoxy and trifluoromethoxy. Alkylthio groups preferably have a chain length of from 1 to 8 carbon atoms. Alkylthio is, for example, methylthio, ethylthio, propylthio, isopropylthio, n-butylthio, isobutylthio, sec- butylthio or tert-butylthio, preferably methylthio and ethylthio. Alkylsuifinyl is, for example, methylsulfinyl, ethylsulfinyl, propylsulfinyl, isopropylsulfinyl, n-butylsulfinyl, isobutylsuifinyl, sec-butylsuifinyl, tert-butylsulfinyl; preferably methylsulfinyl and ethylsulfinyl. Alkylsulfonyl is, for example, methylsulfonyl, ethylsulfonyl, propylsulfonyl, isopropylsulfonyl, n-butylsulfonyl, isobutylsulfonyl, sec-butyisulfonyl or tert-butylsulfonyl; preferably methylsulfonyl or ethylsulfonyl. Alkoxyalkoxy groups preferably have a chain length of from 1 to 8 carbon atoms. Examples of alkoxyalkoxy groups are: methoxymethoxy, methoxyethoxy, methoxypropoxy, ethoxymethoxy, ethoxyethoxy, propoxymethoxy or butoxybutoxy. Alkylamino is, for example, methylamino, ethylamino, n-propylamino, isopropylamino or the isomeric butylamines. Dialkylamino is, for example, dimethyiamino, methylethyiamino, diethylamino, n-propylmethylamino, dibutylamino and diisopropylamino. Preference is given to alkylamino groups having a chain length of from 1 to 4 carbon atoms. Alkoxyalkyl groups have a chain length of preferably from 1 to 6 carbon atoms. Alkoxyalkyl is, for example, methoxymethyl, methoxyethyl, ethoxymethyl, ethoxyethyl, n-propoxymethyl, n-propoxyethyl, isopropoxymethyl or isopropoxyethyl. Alkylthioalkyl groups preferably have from 1 to 8 carbon atoms. Alkylthioalkyl is, for example, methylthiomethyl, methylthioethyl, ethylthiomethyl, ethylthioethyl, n-propylthiomethyl, n-propylthioethyl, isopropylthiomethyl, iso-propylthioethyl, butylthiomethyl, butylthioethyl or butylthiobutyl. The cycloalkyl groups preferably have from 3 to 8 ring carbon atoms, for example cyclopropyl, cydobutyl, cyclopentyl, cyclohexyl, cycloheptyl and cyclooctyl. Phenyl, also as part of a substituent as phenoxy, benzyl, benzyloxy, benzoyl, phenylthio, phenylalkyl, phenoxyalkyl, may be substituted. In this case, the substituents can be in ortho, meta and/or para position. The preferred substituent positions are the ortho and para positions to the ring attachment point. Heterocyclyl is to be understood as meaning ring systems which, in addition to carbon atoms, contain at least one heteroatom, such as nitrogen, oxygen and/or sulfur. They can be saturated or unsaturated. In the context of the present invention, heterocyclyl ring systems may also be substituted. Suitable substituents are, for example, Ci-dalkyl, C dhaioalkyl, d-C alkoxy, cyano, nitro, d-C 4 alkylsulfonyl, d-C 4 alkylsulfinyl, d-C 4 alkylthio or C 3 -C 6 cycloalkyl. Heterocyclyl may be, for example, furyl, thiophenyl, pyrroiidyl, piperidinyl, morphoiinyl, pyridyl, imidazolyl, tetrahydrofuryl, tetrahydropyranyl, dihydrofuryl, dihydropyranyl, isoxazolyl, oxazolyl, isothiazolyl, 1 ,2,3-thiadiazolyl, 1 ,2,4-thiadiazoJyl, thiazolyl, pyrazolyl, 1 ,2,4-triazolyl, 1 ,2,3-triazolyl, tetrazolyl, pyrimidyl, pyrazinyl, sym. or unsym. triazinyl, piperazinyl, oxazolinyl (for example: ), oxazolidinyl, imidazoiinyl, imidazolidinyl, dioxanyl, oxetanyl, in particular 2-oxetanyl, or phthalimidyl. The invention also embraces the salts M + which can be formed by the compounds of the formula I, in particular the compounds of the formula I in which R 20 , R 23 , R 2 β and R 30 are hydroxyl, preferably with amines, alkali metal and alkaline earth metal bases or quaternary ammonium bases. Among the alkali metal and alkaline earth metal bases, the hydroxides of lithium, sodium, potassium, magnesium or calcium, in particular those of sodium or potassium, may be especially emphasized as salt formers. Examples of amines suitable for ammonium salt formation are both ammonia and primary, secondary and tertiary Ci- Cι 8 alkylamines, Ci-C hydroxyalkylamines and C 2 -C alkoxyalkylamines, for example methylamine, ethylamine, n-propylamine, isopropylamine, the four isomeric butylamines, n- amyiamine, isoamyiamine, hexyiamine, heptyiamine, octylamine, nonylamine, decylamine, pentadecylamine, hexadecylamine, heptadecylamine, octadecylamine, methylethylamine, methylisopropylamine, methylhexylamine, methylnonyiamine, methyipentadecylamine, methyioctadecylamine, ethylbutylamine, ethyiheptylamine, ethyloctylamine, hexylheptyl- amine, hexyloctylamine, dimethylamine, diethylamine, di-n-propylamine, diisopropylamine, di-n-butylamine, di-n-amylamine, diisoamylamine, dihexylamine, diheptylamine, dioctyl- amine, ethanolamine, n-propanolamine, isopropanolamine, N,N-diethanoiamine, N- ethyipropanolamine, N-butylethanolamine, allylamine, n-butenyl-2-amine, n-pentenyl-2- amine, 2,3-dimethylbutenyl-2-amine, dibutenyl-2-amine, n-hexenyl-2-amine, propylene- diamine, trimethylamine, triethylamine, tri-n-propylamine, triisopropylamine, tri-n-butylamine, triisobutyiamine, tri-sec-butylamine, tri-n-amylamine, methoxyethylamine and ethoxyethylamine; heterocyclic amiines, for example pyridine, quinoline, isoquinoline, morpholine, piperidine, pyrrolidine, indoline, quinuciidine and azepine; primary arylamines, for example anilines, methoxyanilines, ethoxyanilines, o,m,p-toluidines, phenylenediamines, naphthylamines and o,m,p-chloroanilines; but in particular triethylamine, isopropylamine and diisopropylamine. Quaternary ammonium bases which are suitable for salt formation are, for example, [N(R a0 ι boi R c oι R doι)] + OH ' , where R a0 ι, R oι, Rcoι and R d0 ι independently of one anotheer are Ci-dalkyl. Further suitable tetraalkylammonium bases with other anions can be obtained, for example, by anion exchange reactions. Preferred compounds of the formula I correspond to the formula lb in which each R independently is d-C 6 alkyl, d-C 6 alkoxy, d-C 6 haloalkoxy, Cι-C 6 alkylthio, d-C 6 - alkylsulfinyl, d-C 6 alkylsulfonyl, Cι-C 6 haloalkyl, Cι-C 6 haioalkylthio, Ci-Cehaloalkylsulfinyl, d- Cehaloalkylsulfonyl, d-C 6 alkoxycarbonyl, Cι-C 6 alkylcarbonyl, Cι-C 6 alkyiamino, di-d-C 6 - alkylamino, Cι-C 6 alkylaminosulfonyi, di-d-C 6 alkylaminosulfonyl, -N(Rι)-S-R 2 , -N(R 3 )-SO-R 4 , -N(R 5 )-SO 2 -R 6 , nitro, cyano, halogen, hydroxyl, amino, or a five- to ten-membered monocyclic or fused bicyclic ring system which may be aromatic or partially saturated and may contain 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, where the ring system is either attached directly to the pyridine ring or attached via a d-dalkylene group to the pyridine ring, and each ring system may not contain more than 2 oxygen atoms and not more than two sulfur atoms, and the ring system for its part may be mono-, di- or trisubstituted by d-C 6 aikyl, d-C 6 haloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 haloalkenyl, C 3 - C 6 alkynyl, C 3 -C 6 haloalkynyl, d-C 6 alkoxy, Cι-C 6 haloalkoxy, C 3 -C 6 alkenyloxy, C 3 - C 6 alkynyloxy, mercapto, d-C 6 alkylthio, Ci-Cehaloalkylthio, C 3 -C 6 alkenylthio, C 3 - C 6 haloalkenylthio, C 3 -C 6 alkynylthio, C 2 -C 5 alkoxyalkylthio, C 3 -C 5 acetylalkylthio, C 3 - C 6 alkoxycarbonylalkylthio, C 2 -C 4 -cyanoalkylthio, d-C 6 alkylsuifinyl, Cι-C 6 haioalkylsulfinyl, d-C 6 alkylsulfonyl, Cι-C 6 -haloalkylsulfonyl, aminosulfonyl, Cι-C 2 alkyiaminosulfonyl, C 2 - ddialkylaminosulfonyl, Cι-C 3 -alkylene-R 7 , NR 8 R 9 , halogen, cyano, nitro, phenyl and benzylthio where phenyl and benzylthio for their part may be substituted on the phenyl ring by d-C 3 alkyl, d-C 3 haloalkyl, d-C 3 alkoxy, d-C 3 haloalkoxy, halogen, cyano or nitro, and where substituents on the nitrogen in the heterocyclic ring are different from halogen; Q is the group Q,, in which R 2 o is hydroxyl, d-dalkoxy, d-C alkylcarbonyloxy, Cι-C4alkoxycarbonyioxy, R 2 ιR 22 N- C(O)O, phenylthio, Cι-C 4 alkylthio, d-C 4 alkyl-S(O) 2 O, (Cι-C 4 alkoxy) 2 P(O)O, d-C 4 alkyl(Cι C 4 alkoxy)P(O)O, H(Cι-C 4 alkoxy)P(O)O or benzoyloxy; and R 2 ι and R 22 independently of one another are hydrogen or Ci-dalkyl; or the group Q 2a in which R 23 is hydroxyl, Cι-C 4 alkoxy, Cι-C 4 alkylcarbonyloxy, Cι-C 4 alkoxycarbonyloxy, R 2 R 25 N-C(O)O, phenylthio, Cι-C alkylthio, d-C 4 alkyl-S(O) 2 O, (C C 4 alkoxy) 2 P(O)O, Cι-C 4 - alkyl(Cι-C 4 alkoxy)P(O)O, H(d-C 4 alkoxy)P(O)O or benzoyloxy; and R 2 and R 25 independently of one another are hydrogen or Ci-dalkyl; and Y is oxygen, sulfur, a chemical bond or a Cι-C alkylene bridge; or the group Q 3 in which R 26 is hydroxyl, d-C 4 alkoxy, d-dalkylcarbonyloxy, d-dalkoxycarbonyloxy, R 27 R 28 N-C(O)O, phenylthio, d-dalkylthio, Cι-C 4 alkyl-S(O) 2 O, (d-C 4 alkoxy) 2 P(O)O, C C - alkyl(Cι-C 4 alkoxy)P(O)O, H(d-C alkoxy)P(O)O or benzoyloxy; and R 27 and R 28 independently of one another are hydrogen or Ci-dalkyl and R 29 is hydrogen, d-C 6 alkyl, Cι-C 4 alkylcarbonyl, d-C 4 alkoxycarbonyl, (d-C alkyl)NHCO or (Cι-C 4 alkyl) 2 NCO; or the group Q 4 35 in which R 30 is hydroxyl, d-C 4 alkoxy, d-C 4 alkylcarbonyloxy, Cι-C 4 alkoxycarbonyloxy, R 3 ιR 32 N-C(O)O, phenylthio, Cι-C 4 alkylthio, d-C4alkyl-S(O) 2 O, (Cι-C 4 alkoxy) 2 P(O)O, C1-C4- alkyl(C C 4 alkoxy)P(O)O, H(Cι-C 4 alkoxy)P(O)O or benzoyloxy; and R 3 ι and R 32 independently of one another are hydrogen or Ci-dalkyl; R 33 and R 34 independently of one another are hydrogen, Cι-C 4 alkyl, C 2 -C 6 alkenyl, C 2 - C 6 alkynyl, C C 4 -alkoxycarbonyl, d-C 6 alkylthio, Cι-C 6 alkylsulfinyl, d-C 6 alkylsulfonyl, d- C 4 alkyl-NHS(O) 2 , d-C 4 haioalkyl, -NH-C r C 4 alkyl, -N(d-C 4 alkyl) 2 , C C 6 alkoxy, or phenyl which for its part may be substituted by d-C 4 alkyl, d-dhaloalkyl, C C 4 alkoxy, d- C 4 haloalkoxy, Cι-C 4 alkylcarbonyl, d-C alkoxycarbonyl, amino, d-C alkyiamino, di-d- C 4 alkylamino, Cι-C 6 alkylthio, Cι-C 6 -alkylsulfinyi, d-C 6 alkylsulfonyl, d-C 4 alkyl-S(O) 2 O, d- C 4 haloalkylthio, d-C 4 haloalkylsulfinyl, d-C haloalkylsulfonyl, C C 4 haloalkyl-S(O) 2 O, d- C 4 alkyl-S(O) 2 NH, C C 4 alkyl-S(O) 2 N(Cι-C 4 -alkyl), halogen, nitro, COOH or cyano; or R 33 and R 34 together form a C 2 -C 6 alkylene bridge; and R 35 is hydrogen, Ci-dalkyl, Cι-C 4 alkoxycarbonyl or phenyl which for its part may be substituted by Cι-C alkyl, d-C 4 haioalkyl, Cι-C 4 alkoxy, C C 4 haloalkoxy, Cι-C 4 alkylcarbonyl, Cι-C alkoxycarbonyl, amino, Ci-dalkyiamino, di-d-C alkylamino, d-C alkylthio, Cι-d- alkylsulfinyl, d-C 4 alkylsulfonyl, Cι-C 4 alkyi-S(O) 2 O, Cι-C 4 haloaikylthio, Cι-C haloalkylsulfinyl, Ci-dhaloalkylsulfonyl, d-C 4 haloalkyl-S(O) 2 O, Cι-C 4 alkyl-S(O) 2 NH, Cι-dalkyl-S(O) 2 N(Cι- C -alkyl), halogen, nitro, COOH or cyano; or the group Q 5 , and also agronomically acceptable salts of these compounds, the other substituents being defined as under formula I in claim 1. Among the compounds of the formula lb, preference is furthermore given to those in which the group -C(O)-Q is located in the 3 position on the pyridine ring, or in which Q is Q 2 , R 23 being, in particular, hydroxyl, Y being a methylene bridge and m being the number 2. Preference is further given to compounds of the formula lb in which R is Ci-dalkyl or d-C 6 haloalkyl. Preferred compounds of the formula I are characterized in that the group -C(O)Q is in the ortho position to a group R. Preference is furthermore given to compounds of the formula I in which a group R is d-C 6 haloalkyl and in the ortho position to the pyridyl nitrogen. Of particular interest are furthermore compounds of the formula I in which the group -C(O)Q is in the 3 position to the pyridyl nitrogen. In the formula I, p is preferably the number 0. Also to be emphasized are compounds of the formula I in which m is 2 and R is Ci-dalkyl, C 1 - C 3 -haloalkyl, Cι-C 2 alkoxymethyl, Cι-C 2 alkythiomethyl, hydroxymethyl, d- C 6 alkylcarbonyloxymethyl, benzoyloxymethyl, d-dalkoxycarbonyloxymethyl, chlorine, cyano, Cι-C 3 alkoxy, d-C 3 haloalkoxy, allyloxy, propargyloxy, d-C 3 alkylthio, d- C 3 alkylsulfinyl, Cι-C 3 alkylsulfonyi, Cι-C 3 alkylsulfonyloxy, Cι-C 2 alkylsulfinylmethyl or Cι- C 2 alkylsulfonyimethyl. A further group of preferred compounds of the formula I is formed by those compounds in which at least one group R is trifiuoromethyl, difluorochloromethyl, pentafluoroethyl or heptafluoro-n-propyl. Particularly noteworthy compounds of the formula I are those in which Q is a group Qι and R16, R18 and R 19 are Cι-C 3 alkyl and R t7 is hydrogen, or Q is a group Q 2 and Y is -CH 2 -, -CH 2 CH 2 - or oxygen, A is -CH 2 - and R 2 0 , R 24 ι, R 242 and R 243 are each hydrogen, or Q is a group Q 3 and R 29 is d.C 4 alkylcarbonyl, d-dalkoxycarbonyl or Cι-C alkylaminocarbonyl or di(Cι-C 2 -alkyl)aminocarbonyl, or Q is a group Q 4 in which R 33 , R 34 and R 35 are d-C 3 alkyl. In these noteworthy compounds of the formula I, R 20 , R 23 , R 2 β and R 30 independently of one another are halogen, thiocyanato, Cι-d 2 alkoxy, Cι-dalkoxycarbonyl-Cι-C 2 alkoxy, CrCι 2 - alkylthio, Cι-C 12 alkylsulfinyl, Cι-Cι 2 alkylsulfony|, Cι-C 12 haloalkylthio, C Cι 2 haloalkylsulfinyl, Cι-C 12 haloalkylsulfonyl, Cι-Cι 2 alkenylthio, C 2 -C 12 alkenylsulfinyl, C 2 -Cι 2 alkenylsulfonyl, C 2 -Cι 2 -haloalkenylthio, C 2 -Cι 2 haioalkenylsulfinyl, C 2 -C 12 haloalkenylsulfonyl, C 2 -Cι 2 alkynylthio, C 2 -Cι 2 alkynylsulfinyl, C 2 -Cι 2 alkynylsulfonyi, Cι-C 4 alkoxycarbonyl-C C 2 - alkylthio, Cι-d-alkoxycarbonyl-Cι-C 2 alkylsulfinyl, C 1 -C 4 aikoxycarbonyl-Cι-C 2 alkylsulfonyl, C C 4 aikyl-S(O) 2 NH, Cι-C 4 haloalkyl-S(O) 2 NH, Cι-C 4 alkyl-S(O) 2 O, C Cι 8 alkylcarbonyioxy, C 2 -Cι 8 -alkenylcarbonyloxy, C 3 -C 6 cycioalkylcarbonyioxy, CrCi 2 alkoxycarbonyloxy, Cι-C 2 - alkylthiocarbonyloxy, C C 12 alkylthiocarbamoyl, Cι-C 6 alkyl-NH(CS)N(Cι-C 6 alkyl)-NH-, di-Cι-C 6 alkyl-N(CS)N(Cι-C 6 aikyl)-NH-, benzyloxy, benzylthio, benzylsulfinyl, benzylsulfonyl, phenoxy, phenylthio, phenylsulfinyl, phenylsulfonyl, phenylsulfonyloxy or benzoyloxy, where the phenyl groups for their part may in each case be substituted by Ci-dalkyl, Cι-C 4 - haloalkyl, d-dalkoxy, d-dhaloalkoxy, d-dalkylcarbonyl, Cι-C alkoxycarbonyl, d-C 4 - alkylamino, di-Cι-C 4 alkylamino, Cι-C alkylthio, Cι-C alkylsulfinyl, Cι-C 4 alkyisulfonyi, d-C 4 - alkyl-S(O) 2 O, C C 4 haloalkylthio, d-C 4 haloalkylsulfinyl, d-C 4 haloalkylsulfonyl, C C 4 - haloalkyl-S(O) 2 O, d-C 4 alkyl-S(O) 2 NH, Cι-C 4 alkyl-S(O) 2 N(Cι-C 4 alkyl), halogen, nitro or cyano, or R 20 , R 23 , R 26 and R 30 independently of one another are thienylcarbonyloxy or furylcarbonyloxy which for their part may be substituted by methyl or halogen, or are pyridylcarbonyioxy which for its part may be substituted as stated in claim 1 , or R 20 is R37R38N, R 7 ιR 72 NNH-, R 2 ιR 22 NC(O)O- or R 73 R 74 NC(O)NH-; or R 23 is R 44 R 45 , R 75 R 76 NNH-, R 46 R 47 NC(O)O- or R 77 R 78 NC(O)NH-; or R 26 is ^R^N, R 79 R 80 NNH-, R 55 R 56 NC(O)O- or R 8 ιR 82 NC(O)NH-; or R 30 is R 62 R 63 , Ra^NNH-, Re 4 R 65 NC(O)O- or R 85 R 86 NC(O)NH-. Very particularly preferably, R 20 , R 23 , R 2 6 or R 30 are hydroxyl or O " M + . A further preferred group is formed by those compounds of the formula I in which Q is a group Q 5 , R 36 is d-C alkyl, C C haloalkyl or cyclopropyl and R0 1 is d-C 6 alkyl, d-C - alkoxycarbonylmethyl, C 3 -C 8 alkenyl, is benzyl or phenyl substituted by methyl, halogen, trifiuoromethyl, methoxy, and at least one group R is trifiuoromethyl, difluorochioromethyl, pentafluoroethyi or heptafluoro-n-propyl located in the ortho position to the pyridyl nitrogen. The process according to the invention for preparing compounds of the formula I in which R and m are as defined under formula I; p is 0 and Q is the group 35 is carried out analogously to known processes (for example those described in WO 97/46530 and EP-A-0 353 187) and comprises a) reacting a compound of the formula II in which R and m are as defined under formula I and X is a leaving group, for exampl halogen, in an inert organic solvent in the presence of a base with compounds of the formula III, IV,V or VI in which R 16 , R 17 , Ris, Rι 9 ,R2 9 , R33, Rw, R35, R 24 o, R 24 3, R∑ 4 2, R2 4 ι, A and Y are as defined under formula I to give the compounds of the formula VII, VIII, IX or X and then isomerizing these compounds, for example in the presence of a base and a catalytic amount of dimethylaminopyridine (DMAP) or a source of cyanide; or b) reacting a compound of the formula XI in which R and m are as defined under formula I with compounds of the formula III, IV, V or VI 1 35 (VI), in which Rie, R17, Ris, R 19 , R 29 , R 33 , R34, R35, R 2 0 , R 243 , R 242 , R2 4 ι, A and Y are as defined under formula I in an inert organic solvent in the presence of a base and a coupling agent to give a compound of the formula VII, VIII, IX or X and then isomerizing these compounds, for example as described under route a). Compounds of the formula I in which R 20 , R 23 , R 26 and R 30 are different from hydroxyl or halogen can be prepared by converesion methods which are generally known from the literature, for example acyclations or carbamoylations with appropriate acyl chlorides, from compounds in which R 20 , R 23 , R 2 β or R 30 is hydroxyl in the presence of a suitable base, or they can be prepared by nucleophilic substitution reactions on chlorides of the formula I in which R 20 , R 23 , R 2 6 or R 30 is halogen, which are likewise obtainable by known processes by reaction with a chlorinating agent, such as phosgene, thionyl chloride or oxalyl chloride. Here, for example, suitably substituted amines, or hydroxylamines directly, or alkylsulfonamides, mercaptans, thiophenols, phenols, ArrNH 2 or Ar SH, are employed in the presence of a base, for example 5-ethyl-2-methylpyridine, diisopropylethylamine, triethylamine, sodium bicarbonate, sodium acetate or potassium carbonate. Compounds of the formula I in which R 20 , R 23) R 26 or R 30 comprise thio groups can be oxidized analogously to known standard processes, for example using peracids, for example meta-chloroperbenzoic acid (m-CPBA) or peracetic acid, to give the corresponding sulfones and sulfoxides of the formula I. Here, the degree of oxidation at the sulfur atom (SO- or SO 2 -) can be controlled by the amount of oxidizing agent. The process according to the invention for preparing compounds of the formula I in which R and m are as defined under formula I and Q is a group in which Z is sulfur, q is 0 and R 36 and R 0 ι are as defined under formula I is carried out analogously to known processes (for example those described in WO 97/43270) and comprises converting a compound of the formula XII in which R 36 , R and m are as defined under formula I in the presence of a base, carbon disulfide and an alkylating agent of the formula XIII in which R 0 ι is as defined under formula I and X 1 is a leaving group, for example halogen or sulfonate, into the compound of the formula XIV in which Z is sulfur and R, R 0 ι, Rse and m are as defined above and then cyclizing this compound using hydroxyiamine hydrochloride, in the presence or absence of a solvent, in the presence of a base to give the compounds of the formulae in which Z is sulfur and R, R 36 , R01 and m are as defined above, and then oxidizing these compounds with an oxidizing agent, for example meta-chloroperbenzoic acid (m-CPBA). The isomers of the formulae le and If can be separated using column chromatography and a suitable mobile phase and then purified. The preparation of the compounds of the formula I in which p is 0 is illustrated in more detail in the reaction schemes 1 and 2 below. Reaction scheme 1 Route a): VII, VIII, IX, or X Route b): VII, VIII, IX, or X Solvent e.g. CH 2 CI 2 , 0-110°C I According to this reaction scheme, the compounds of the formula I with the group Q, in which R 20 is hydroxyl, the compounds of the formula I with the group Q 2 in which R 23 is hydroxyl, the compounds of the formula I with the group Q 3 in which R 26 is hydroxyl and the compounds of the formula I with the group Q 4 in which R 30 is hydroxyl can preferably be prepared. R action scheme 2 XIII Solvent e.g. DMSO le if Z = SO- or SO 2 - For preparing the compounds of the formula I in which Q is the groups Qi to Q 4 and R 20 , R 23 ,R 26 and R 30 are hydroxyl, in accordance with reaction scheme 1 , route a), the carboxylic acid derivatives of the formula II in which X is a leaving group, for example halogen, for example iodine, bromine and in particular chlorine, N-oxyphthalimide or N,O- dimethylhydroxyiamino or part of an activated ester, for example (formed from dicyclohexylcarbodiimide (DCC) and the corresponding carboxylic acid) or C 2 H 5 N-C NH(CH 2 ) 3 N(CH 3 ) 2 (formed from N-ethyl-N , -(3-dimethylaminopropyl)carbodiimide (EDC) and the corresponding carboxylic acid) are employed. These compounds are reacted in an inert organic solvent, for example a halogenated hydrocarbon, for example dichloromethane, a nitrile, for example acetonitrile, or an aromatic hydrocarbon, for example toluene, and in the presence of a base, for example an alkylamine, for example triethylamine, an aromatic amine, for example pyridine or 4-dimethylaminopyridine (DMAP), with the dione derivatives of the formula III, IV, V or VI to give the isomeric enol ethers of the formulae VII, VIII, IX and X. This esterification is carried out at temperatures of from 0°C to 110°C. The isomerization of the ester derivatives of the formulae VII, VIII, IX and X to the dione derivatives of the formula I (in which R 20 , R 23 , R 2 β and R 30 are hydroxyl) can be carried out, for example, analogously to EP 369 803 in the presence of a base, for example an alkylamine, for example triethylamine, a carbonate, for example potassium carbonate, and a catalytic amount of DMAP or a cyanide source, for example acetone cyanohydrin or potassium cyanide. According to reaction scheme 1 , route b), the desired diones of the formula I (in which R 20 , R 23 , R 26 and R 30 are hydroxyl) can be obtained, for example, in analogy to Chem. Lett. 1975, 1045 by esterifying the carboxylic acids of the formula XI with the dione derivatives of the formula III, IV. V or VI in an inert solvent, for example a halogenated hydrocarbon, for example dichloromethane, a nitrile, for example acetonitrile, or an aromatic hydrocarbon, for example toluene, in the presence of a base, for example an alkylamine, for example triethylamine, and a coupling agent, for example 2-chloro-1 -methylpyridinium iodide. Depending on the solvent used, this esterification is carried out at temperatures of from 0°C to 110°C, affording initially, as described under route a), the isomeric ester of the formula I which can be isomerized as described under route a), for example in the presence of a base and a catalytic amount of DMAP, or a cyanide source, to give the desired dione derivative of the formula I (R 20 , R 23 , R 26 and R 30 are hydroxyl). The preparation of the compounds of the formula I in which Q is the group Q 5 can be carried out in accordance with reaction scheme 2 by reacting the β-diketone derivative of the formula XII, for example in analogy to Synthesis 1991 , 301 ; ibid. 1988, 793; or Tetrahedron 32, 3055 (1976) with carbon disulfide in the presence of a base, for example a carbonate, for example potassium carbonate, a metal hydride, for example sodium hydride, or potassium fluoride on aluminium, and an alkylating agent of the formula XIII in which Xi is a leaving group, for example halogen, for example iodine, bromine and in particular chlorine, R 25 OSO 2 O-, CH 3 SO 2 O- or CH 3 -< ) — SO 2 O- • This reaction is preferably carried out in the presence of a solvent, for example an amide, for example N,N- dimethylformamide (DMF), a sulfoxide, for example dimethylsulfoxide (DMSO), or a nitrile, for example acetonitrile. The ketene thioacetal of the formula XIV which is formed is cyclized with the aid of hydroxyiamine hydrochloride in the presence of a base, for example sodium acetate, in a solvent, for example an alcohol, for example ethanol, or an ether, for example tetrahydrofuran, to give the compound of the formula le in which Z is sulfur. This cyciization reaction is carried out at temperatures of from 0°C to 100°C. If appropriate, compounds of the formulae le and If (Z is sulfur) can be oxidized analogously to known standard processes, for example with peracids, for example meta-chloroperbenzoic acid (m- CPBA) or peracetic acid, to give the corresponding sulfones and sulfoxides of the formulae le and If (Z = SO- or SO 2 -). Here, the degree of oxidation at the sulfur atom (Z = SO- or SO 2 -) can be controlled by the amount of oxidizing agent. Oxidations to the compounds of the formulae le and If (Z is SO- or SO 2 -) are carried out as described, for example, in H.O. House, "Modern Synthetic Reactions" W. A. Benjamin, Inc., Menlo Park, California, 1972, pages 334-335 and 353-354. The activated carboxylic acid derivatives of the formula II in reaction scheme 1 (route a) in which X is a leaving group, for example halogen, for example bromine, iodine or in particular chlorine, can be prepared by known standard processes, as described, for example, in C. Ferri "Reaktionen der organischen Synthese" [Reactions of Organic Synthesis], Georg Thieme Verlag, Stuttgart, 1978, page 461 ff. Tfcμs is shown in reaction scheme 3 below. Reaction scheme 3 According to reaction scheme 3, the compounds of the formula II (X=leaving group) or II (X=halogen) are prepared, for example, by employing a halogenating agent, for example a thionyl halide, for example thionyl chloride or thionyl bromide; a phosphorus halide or phosphorus oxyhalide, for example phosphorus pentachloride or phosphorus oxychloride or phosphorus pentabromide or phosphoryl bromide; or an oxalyl halide, for example oxalyl chloride, or by employing a reagent for the formation of activated esters, for example N,N'- dicyclohexylcarbodiimide (DCC) or N-ethyl-N'-(3-dimethylaminopropyl)carbodiimide (EDC) of the formula X. For the compound of the formula X used as halogenating agents, X is a leaving group, for example halogen, for example fluorine, bromine or iodine and in particular chlorine, and W, is, for example, PCI 2 , SOCI, SOBr or CICOCO. The reaction is carried out in the presence or absence of an inert organic solvent, for example in aliphatic, halogenated aliphatic, aromatic or halogenated aromatic hydrocarbons, for example n-hexane, benzene, toluene, xylenes, dichloromethane, 1 ,2- dichloroethane or chlorobenzene, at reaction temperatures in the range of from -20°C to the reflux temperature of the reaction mixture, preferably at 40-150°C, and in the presence of a catalytic amount of N,N-dimethylformamide. Such reactions are generally known and described in the literature in various variations with respect to the leaving group X. The compounds of the formulae III, IV, V and VI are known and can be prepared analogously to the methods described, for example, in WO 92/078_37, DE-A-3818958, EP- A-0 338 992 and DE-A-3902818. The compounds of the formula XII in reaction scheme 2 can be obtained by standard processes, for example from the corresponding compounds of the formula II in which R and m are as defined above and X is a leaving group, for example halogen, for example via Claisen condensation, or from the compounds of the foπnula II by reaction with a ketocarboxylic acid salt of the formula XV COO " M + H 2 C (XV), in which R 36 is as defined under formula I and M + is an alkali metal ion (cf., for example, WO 96/26192). The compounds of the formulae II and XI are known and can be prepared analogously to the methods described, for example, in WO 97/46530, EP-A-0 353 187, Heterocycles, 48, 779 (1998), Heterocycles, 46, 129 (1997), or Tetrahedron Letters, 1749 (1998). For preparing all other compounds of the formula I functionalized according to the definition of (R) m , there is a large number of known standard processes available, for example alkylation, halogenation, acylation, amidation, oximation, oxidation and reduction, and the choice of the suitable preparation processes depends on the properties (reactivities) of the substituents in the intermediates in question. All further compounds originating from the scope of the formula I can be prepared in a simple manner, taking into account the chemical properties of the pyridyl or Q moiety. The end products of the formula I can be isolated in a customary manner by concentration or evaporation of the solvent and be purified by recrystallization or trituration of the solid residue in solvents in which they are only sparingly soluble, such as ethers, aromatic hydrocarbons or chlorinated hydrocarbons, by distillation or by means of column chromatography and a suitable mobile phase. Furthermore, it is known to the person skilled in the art in which order certain reactions have to be carried out advantageously to avoid possible side reactions. Unless a targeted synthesis is carried out for isolating pure isomers, the product may be obtained as a mixture of two or more isomers. The isomers can be separated by methods known per se. Compounds of the formula I in which p is 1 , i.e. the corresponding N-oxides of the formula I, can be prepared by reacting a compound of the formula I in which p is 0 with a suitable oxidizing agent, for example with the H 2 O 2 urea adduct, in the presence of an acid anhydride, for example trifluoroacetic anhydride. This reaction sequence is demonstrated using the example of group Q 2 below: Compounds of the formula I in which R in the ortho position to the pyridine nitrogen is 1-chloro-Cι-C 2 alkyl, 1-hydroxy-Cι-C 2 alkyl, 1-(Cι-C 6 alkylcarbonyioxy)-Cι-C 2 alkyl, 1- benzoyloxy-Cι-C 2 alkyl, 1 -(Cι-C 4 alkoxycarbonyloxy)-Cι-C 2 alkyl, 1 -(Cι-C alkylthio)-Cι-C 2 alkyl, 1 -(Crd-alkylsulfinyl)-Cι-C 2 alkyl, 1 -(d-dalkylsuifony -d-dalkyl, 1 -thiocyanato-Cι-C 2 alkyl, 1-cyano-Cι-C 2 alkyl, can also be prepared, for example, by heating an N-oxide of the formula I under known reaction conditions, for example in the presence of tosyl chloride (see, for example, Parham, W. E.; Sloan, K. B.; Reddy, K. R.; Olson, P. E.; J Org Chem 1973, 38, 927) or in the presence of an acid anhydride (see, for example, Konno, K.; Hashimoto, K.; Shirahama, H.; Matsumoto, T.; Heterocycles 1986, 24, 2169), followed, if appropriate, by subsequent conversion. The compounds of the formula XXIIa are synthesized analogously to known processes, for example those mentioned in Heterocycles, 46, 129 (1997) or Helvetica Chimica Acta 71 , 596 (1988), and comprises either a) acylating a compound of the formula XVI R 401 (XVI), in which R 30 ι is hydrogen or Ci-dalkyl; R 40 i is hydrogen, d-dalkyl ,C 2 -C 6 alkenyl, C 3 -C 6 cycioalkyl, d-C 6 alkoxy, d-C 6 alkylthio, d- C 6 alkylsulfinyl, Ci-dhaloalkyl, 1-(Cι-C 6 alkylcarbonyioxy)-Cι-C 6 alkyl, 1-(Cι-C 6 aikylthio)-d- C 6 -alkyl, 1 -(Cι-C 6 alkylsuifinyl)-Cι-C 6 alkyl, 1 -(Cι-C 6 alkylsulfonyl)-Cι-C 6 alkyl, 1 -thiocyanato-Cι- Ce-alkyl, 1-cyano-d-C 6 alkyl, phenyl, where the phenyl groups may be mono- or polysubstituted by halogen, methyl, ethyl, trifiuoromethyl, methoxy or nitro, or is a five- to ten-membered monocyclic or fused bicyclic ring system which may be aromatic or partially saturated and may contain 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, where the ring system is either attached directly or via a d- dalkylene group to the double bond, and each ring system may not contain more than 2 oxygen atoms and not more than two sulfur atoms and the ring system for its part may be mono-, di- or trisubstituted by d-C 6 alkyl, d-C 6 haloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 haloalkenyl, C 3 - daikynyl, C 3 .C 6 haloalkynyl, d-C 6 alkoxy, Cι-C 6 haloalkoxy, C 3 -C 6 alkenyloxy, C 3 - dalkynyloxy, mercapto, d-C 6 alkylthio, Cι-C 6 haloalkylthio, C 3 -C 6 alkenylthio, C 3 - Cehaloalkenylthio, C 3 -C 6 alkynylthio, C 2 -C 5 alkoxyalkylthio, C 3 -C 5 acetylalkylthio, C 3 - dalkoxycarbonyialkylthio, C 2 -C 4 cyanoalkylthio, d-C 6 alkylsulfinyl, Cι-C 6 haloalkylsulfinyl, C 1 - C 6 alkylsulfonyl, d-C 6 haloalkylsulfonyl, aminosulfonyl, C C 2 alkyiaminosulfonyl, C 2 - C dialkylaminosulfonyl, d-C 3 alkylene-R 87 , NR 88 R 89 , halogen, cyano, nitro, phenyl and benzylthio, where phenyl and benzylthio for their part may be substituted on the phenyl ring by d-dalkyl, Cι-C 3 haloalkyl, Cι-C 3 alkoxy, Cι-C 3 -haloaikoxy, halogen, cyano or nitro and where substituents on nitrogen in the heterocyclic ring are different from halogen; R 87 is d-dalkoxy, C 2 -C 4 alkoxycarbonyl, d-C 3 alkylthio, Cι-C 3 alkylsulfinyl, Cι-C 3 alkylsulfonyl or phenyl, where phenyl for its part may be substituted by Cι-C 3 alkyl, Cι-C 3 haloalkyl, d-dalkoxy, d-dhaloalkoxy, halogen, cyano or nitro; R 88 is hydrogen or Ci-dalkyl and R 89 is Ci-dalkyl or C C 6 alkoxy; with a compound of the formula XVII in which R 50 ι is Cι-C 6 haloalkyl and X 2 is O(CO)R 50 ι or halogen to give the compound of the formula XVIII (xviii), in which R 30 ι, R 40 ι, R50 1 and R are as defined above, in the presence of a base, for example an aromatic amine, for example pyridine, and subsequently replacing the alkoxy group by the amino group using ammonia in an organic solvent, for example a halogenated hydrocarbon, for example dichloromethane, or a nitrile, for example acetonitrile. The resulting compound of the formula XIX is subsequently condensed with a compound of the formula XX in which R 20 ι is Cι-C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl, C 2 -C 6 alkynyl, C 2 -C 6 -haloalkynyl, d-C 6 cycloalkyl, Ci-dhaloalkyl, 1-(Cι-C 6 alkylcarbonyloxy)-d-C 6 alkyl, 1-(d-C 6 alkylthio)-Cι- dalkyl, 1 -(Cι-C 6 alkyisulfinyl)-Cι-C 6 alkyl, 1 -(Cι-C 6 alkylsulfonyl)-Cι-C 6 alkyl, 1 -thiocyanato-Cι- dalkyl, 1 -cyano-d-C 6 alkyl, Cι-C 6 alkoxy-d-C 6 alkyl, Cι-C6alkoxycarbonyl-Cι -C6alkoxy, d- C 6 alkylthio-Cι-C 6 alkoxy, phenyl, benzyl, phenoxy, phenylthio, phenylsulfinyl, phenylsulfonyl, benzylthio, benzylsulfinyl or benzylsulfonyl, where the phenyl groups may be mono- or polysubstituted at least by halogen, methyl, ethyl, trifiuoromethyl, methoxy or nitro, or is a five- to ten-membered monocyclic or fused bicyclic ring system which may be aromatic or partially saturated and may contain 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, where the ring system is attached either directly or via a d- C 4 -alkylene group and each ring system may not contain more than 2 oxygen atoms and not more than two sulfur atoms, and the ring system for its part may be mono-, di- or trisubstituted by Ci-dalkyl, d-dhaloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 haloalkenyl, C 3 -C 6 alkynyl, d-dhaloalkynyl, d-C 6 aikoxy, d-dhaloalkoxy, C 3 -C 6 alkenyloxy, C 3 -C 6 alkynyioxy, mercapto, d-C 6 alkylthio, Cι-C 6 haloalkylthio, C 3 -C 6 alkenylthio, C 3 -C 6 haloalkenylthio, C 3 - dalkynylthio, C 2 -C 5 alkoxyalkylthio, C 3 -C 5 acetylalkylthio, C 3 -C 6 alkoxycarbonyialkylthio, C 2 - dcyanoalkylthio, CrC 6 alkylsulfinyl, Ci-Cehaloalkylsulfinyl, d-C 6 alkylsulfonyl, d- dhaloalkylsulfonyl, aminosulfonyl, Cι-C 2 alkylaminosulfonyl, C 2 -C dialkylaminosulfonyl, d- d-Rgo, NR 9 ιR 92 , halogen, cyano, nitro, phenyl and benzylthio, where phenyl and benzylthio for their part may be substituted on the phenyl ring by Cι-C 3 alkyl, Cι-C 3 haloalkyl, Cι- dalkoxy, d-C 3 -haloalkoxy, halogen, cyano or nitro, and where substituents on nitrogen in the heterocyclic ring are different from halogen; R 90 is Cι-C 3 alkoxy, C 2 -C alkoxycarbonyl, Cι-C 3 alkylthio, Cι-C 3 alkylsulfinyl, Cι-C 3 alkylsulfonyl or phenyl, where phenyl for its part may be substituted by d-C 3 -alkyl, d-dhaloalkyl, d-C 3 - alkoxy, d-C 3 haloalkoxy, halogen, cyano or nitro; R 9 ι is hydrogen or d-C 6 alkyl and R 92 is d-dalkyl or d-C 6 alkoxy and R 1 4 is as defined above, and the resulting compound of the formula XXIa is subsequently hydrolysed to give the compound of the formula XXIIa (XXIIa), in which R 20 ι, R 30 ι, R401 and R 50 ι are as defined above, or b) condensing a compound of the formula XXIII OR 14 (XXIII), in which R is as defined above with a compound of the formula XXIV and chlorinating the resulting compound of the formula XXV in which R 30 ι, R401 and R501 are as defined above and R 1 is Ci-dalkyl to give compounds of the formula XXVI in which R 30 ι, R401, R501 and R i4 are as defined above (using, for example, POCI 3 ), and subsequently reacting this compound with a nucleophile of the formula XXVII Z-R, 50 (XXVII) In which Z is SH, OH or amino and Rι 50 is d-dalkyl, d-Cealkenyfc, C 3 -C 6 halogenalkenyl, C 3 .C 6 alkynyl, C 3 -C 6 haioalkynyl, Cι-C 6 alkylsulfonyl, Ci-dhaloalkyl, phenyl, benzyl, where the phenyl and benzyl groups for their part may be substituted by d-C 3 alkyl, d-C 3 haloalkyl, Cι.C 3 alkoxy, d-C 3 haloalkoxy, halogen, cyano or nitro, is d-dalkoxy-d-dalkyl or d-d- alkylthio-Cι-C 4 alkyl , d-dalkylsulfinyl-Ci-dalkyl, Cι-C4alkylsulfonyl-Cι-C 4 alkyl, or a five- to ten-membered monocyclic or fused bicyclic ring system which may be aromatic or partially saturated and may contain 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, and each ring system may not contain more than 2 oxygen atoms and not more than two sulfur atoms, and the ring system for its part may be mono-, di- or trisubstituted by d-C 6 alkyl, CrC 6 haloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 haloalkenyl, C 3 -C 6 - alkynyl, C 3 -C 6 haloalkynyl, Cι-C 6 alkoxy, d-C 6 haloalkoxy, C 3 -C 6 alkenyloxy, C 3 -C 6 alkynyioxy, mercapto, d-C 6 alkylthio, d-C 6 haloalkylthio, C 3 -C 6 alkenylthio, C 3 -C 6 haloalkenylthio, C 3 -C 6 - alkynylthio, C 2 -C 5 alkoxyalkylthio, C 3 -C 5 acetylalkylthio, C 3 -C 6 alkoxycarbonylalkylthio, C 2 -C 4 - cyanoalkylthio, d-C 6 alkylsulfinyl, Cι-C 6 haloalkylsulfinyl, Cι-C 6 alkylsulfonyl, d-C 6 - haloalkylsuifonyl, aminosulfonyl, Cι-C 2 alkylaminosulfonyl, C 2 -C dialkylaminosulfonyl, Cι-C 3 - alkylene-R 93 , halogen, cyano, nitro, phenyl and benzylthio, where phenyl and benzylthio for their part may be substituted on the phenyl ring by d-C 3 alkyl, d-C 3 -haloalkyl, d-dalkoxy, d-C 3 haloalkoxy, halogen, cyano or nitro, and where substituents on nitrogen in the heterocyclic ring are different from halogen; R 93 is Cι-C 3 alkoxy, C 2 -C 4 alkoxycarbonyl, d-C 3 alkylthio, d-C 3 alkylsulfinyl, Cι-C 3 alkylsulfonyl or phenyl, where phenyl for its part may be substituted by Cι-C 3 alkyl, Cι-C 3 haloalkyl, d-dalkoxy, d-dhaloalkoxy, halogen, cyano or nitro; Rg 4 is hydrogen or d-dalkyl and R 95 is d-dalkyl or d-dalkoxy; in the presence of a base to give compounds of the formula XXIb in which Rι 4 , Rι 50 , R 30 ι, R 40 ι and R 50 ι are as defined above, and subsequently hydrolysing the resulting compound to give the compound of the formula XXIIb (XXIIb), in which Riso, R 3 01, R401 and R^ are as defined. Compounds of the formula XXIb in which R150 is fluorine are prepared by reacting a compound of the formula XXVI in the presence of a polar aprotic solvent, for example acetonitrile, dimethylformamide or sulfolane, with potassium fluoride in the presence or absence of a catalytic amount of 18-crown-6. Compounds of the formula XXIc in which R 150 is hydrogen are preparerd by reducing the chlorine group in the formula XXVI, for example using hydrogen in the presence of a suitable metal catalyst or using ammonium formate in a suitable solvent. The preparation of the compounds of the formula XXIIa, or XXIIb and XXIIc is illustrated in more detail in the reaction schemes 4 and 5 below. Reaction scheme 4 e XXIIa XXIa Reaction scheme 5: XXIc Reduction e.g. MeOH/NH 4 HC0 2 MeOH For preparing all other compounds of the formula I which are functionalized according to the definition of R 20 ι (R150) to R 50 ι, a large number of known standard processes is suitable, for example alkylation, halogenation, acylation, amidation, oximation, oxidation and reduction, the choice of the suitable preparation processes depending on the properties (reactivities) of the substituents in the intermediates in question. The novel compounds of the formula lib in which Rf is trifluoromefhyl, difluorochloromethyl, pentafluoroethyl, heptafluoro-n-propyl or trichloromethyl, R 1 is Ci-dalkyl and Q and R are as defined under formula I can be prepared by generally known processes via 3-alkoxycarbonyl-4-perhaloalkyipyridine N-oxides of the formula XXVIII according to reaction scheme 5 by preparing, using suitable chlorination conditions and separation processes, the 6-chloro-4-haloalkyl-3-nicotinic esters of the formula XXX and then converting these compounds with a nucleophile of the formula XXXI in which Zoι is SH, hydroxyl, halogen or amino and R 51 is hydrogen, d-dalkyl, C 3 -C 6 - alkenyl, C 3 -C 6 haloaikenyl, C 3 -C 6 alkynyl, halogen, C 3 -C 6 haloalkynyl, d-C 6 alkylsulfonyl, d- C 6 -haloalkyl, phenyl, benzyl, where the phenyl and benzyl groups for their part may be substituted by C C 3 alkyl, d-C 3 haloalkyl, d-C 3 alkoxy, d-C 3 haloalkoxy, halogen, cyano or nitro, is C C alkoxy-Cι-C 4 alkyl or d-dalkylthio-d-dalkyl , Cι-C alkylsulfinyl-d-C4alkyl, Cι-C 4 alkylsulfonyl-Cι-C alkyl, or a five- to ten-membered monocyclic or fused bicyclic ring system which may be aromatic or partially saturated and may contain 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, and each ring system may not contain more than 2 oxygen atoms and not more than two sulfur atoms, and the ring system for its part may be mono-, di- or trisubstituted by Ci-dalkyl, Cι-C 6 haloalkyi, C 3 -C 6 alkenyl, C 3 -C 6 haioalkenyl, C 3 -C 6 alkynyl, C 3 -C 6 -haloalkynyl, d-dalkoxy, d-C 6 haloalkoxy, C 3 -C 6 alkenyloxy, C 3 -C 6 alkynyloxy, mercapto, d-C 6 alkylthio, d-dhaloalkylthio, C 3 -C 6 alkenylthio, C 3 -C 6 haloalkenylthio, C 3 -C 6 alkynylthio, C 2 -C 5 alkoxy- alkylthio, C 3 -C 5 acetylaikylthio, C 3 -C 6 alkoxycarbonylalkylthio, C 2 -C cyanoalkylthio, d-C 6 - alkylsulfinyl, Cι-C 6 haloalkylsulfinyl, d-dalkylsulfonyl, Cι-C 6 haloalkylsulfonyl, aminosulfonyl, Cι-C 2 alkylaminosulfonyl, C 2 -C 4 dialkylaminosulfonyl, d-dalkylene-Rgβ, NR 97 R 98 , halogen, cyano, nitro, phenyl or benzylthio, where phenyl and benzylthio for their part may be substituted on the phenyl ring by Cι-C 3 alkyl, d-C 3 haloalkyl, d-C 3 alkoxy, d-C 3 -haloalkoxy, halogen, cyano or nitro, R 96 is d-C 3 alkoxy, C 2 -C 4 alkoxycarbonyl, Cι-C 3 alkylthio, Cι-C 3 alkylsulfinyl, d-C 3 alkyisulfonyl or phenyl, where phenyl for its part may be substituted by Cι-C 3 alkyl, Ci-dhaloalkyl, d-dalkoxy, d-C 3 haloalkoxy, halogen, cyano or nitro; R 97 is hydrogen or d-dalkyl and R 98 is d-dalkyl or d-C 6 alkoxy; and where substituents on nitrogen in the heterocyclic ring are different from halogen, using reaction processses which are generally known to the person skilled in the art, into the 6- substituted 4-perhaloalkylnicotinic acids of the formula XXXII and their subsequent products of the formulae lib and lb as described in reaction scheme 1. This is shown in reaction scheme 6 below. Reaction scheme fi: According to this reaction scheme, it is preferably possible to prepare the compounds of the formula I with the group Qi in which R 20 is hydroxyl, the compounds of the formula I with the group Q 2 in which R 23 is hydroxyl, the compounds of the formula I with the group Q 3 in which R 26 is hydroxyl and the compounds of the formula I with the group Q 4 in which R 30 is hydroxyl. 6-substituted 2-haloalkylnicotinic acid compounds of the formula Ic can be prepared, for example, from the corresponding 2-haloalkyl-3-alkoxycarbonyl-2-pyridines XXXIII in which Rf is trifiuoromethyl, difluorochloromethyl, pentafiuoroethyl, heptafluoro-n-propyl or trichloromethyl and R 1x is Ci-Cealkyl and R is as defined under formula I, by hydrolysis into the corresponding carboxylic acids and their subsequent activation, for example by conversion into an acyl halide (lie). (Reaction scheme 7). Reaction scheme 7: XXXIII lie Their precursors of the formulae XXXIIIa, XXXIIIb, XXXIIIc, XXXIIId, XXXIIIe, XXXIIIf, XXXIIIg and XXXIIIh are likewise accessible by conversion processes known to the person skilled in the art (reaction scheme 7). 2-Trifluoromethyl-3-ethoxycarbonyl-2-pyridone (formula XXXIIIa in which R is hydrogen, R 1X is ethyl and Rf is trifiuoromethyl) in particular is known from Org. Process Research & Development, 1, 370 (1997). XXXIIId XXXIIIe XXXIIIf XXXIIIg XXXIIIh Reaction scheme 8 (intermediates of the formulae XXXIIIa-XXXIIIh) Intermediates of the formulae XXXIIIa to XXXIIIh can be obtained by reacting, for example for preparing a 6-halo derivative of the formula XXXIIId, a pyndone of the formula XXXIIIa (preparation according to Org. Process Research & Development, I, 370 (1997) or scheme 8) with a halogenating agent, for example phosphorus oxychloride, phosphorus oxybromide or phenyl dichlorophosphate, in the presence or absence of added base, such as a dialkylaniiine, in the presence or absence of solvent, if desired in a pressure vessel, at temperatures between 0 and 220°C (preferably 60-200 c C). It is known to the person skilled in the art how to convert chloro derivatives by nucleophilic substitution, for example using an alkali metal iodide in an inert solvent into the corresponding iodides, or using gaseous hydrobromic acid in lower carboxylic acids, for example cone, acetic acid, into the corresponding bromo derivatives (for example according to US-A-3,974,166) or using alkali metal fluoride in a dipolar solvent, such as sulfolane, into the corresponding fluoro derivatives. The compound of the formula XXXIIIe can be prepared by reacting a halo derivative of the formula XXXIIId obtained as described above with an alcohol of the formula R 15 1-OH in the presence of a base, such as sodium hydride, or an alkali metal oxide or carbonate, or directly with an alkali metal alkoxide, in an inert solvent such as dimethylformamide or in an excess of the alcohol of the formula R 151 -OH which corresponds to the group to be introduced, at temperatures between -5 and 160°C, or by reacting, to prepare a corresponding 6-thioether of the formula XXXIIIc, analogously to what was described above, either the halide of the formula XXXIIId with a thiol of the formula Rι 51 -SH in the presence of a base such as sodium hydride or with an alkali metal salt of a thiol in an inert solvent at -10-150°C, or by preparing, starting from a pyridone XXXIIIa and using a thionating agent, for example Lawesson's reagent, in an inert solvent, such as toluene or acetonitrile, a pyrithione of the formula XXXIIIb and alkylating this with an alkylating agent R15 1 -X, where X is a leaving group, such as halide (CI, Br, I) or ROSO 3 - or RSO 2 -, at 20- 120°C in an inert solvent, such as tetrahydrofuran, to give the thioether of the formula XXXIIIc, or, to prepare the corresponding sulfinyl or sulfonyl derivative of the formula XXXIIIf, reacting with an oxidizing agent, such as m-chloroperbenzoic acid or sodium periodate, or sodium perborate, under temperature control known to the person skilled in the art, depending on the degree of oxidation (for example -30°C -+50°C for m 0 ι =1 or - 20°C - +100°C for m 0 ι=2) in an inert solvent, such as dichloromethane, to give XXXIIIf, or, to prepare 6-alkyl derivatives XXXIIIg according to the invention, reacting a sulfone of the formula XXXIIIf (m 0 ι =2) or a halo derivative of the formula XXXIIId in the presence or absence of a Pd(0) catalyst such as Pd(PPh 3 ) 2 CI 2 with a tetra-d-C 6 alkyltin or with a Grignard reagent d-dalkyl-MgHal at temperatures between -10° and 180°C, for example analogously to Synlett 1998 (1185), or as described in Organocopper Reagents, R.J.K.Taylor, Oxford University Press 1994, or in Transition Metals in Organic Synthesis, S. Gibson, Oxford Univ. Press,1997, or in Org. React. 50, 1 (Stille reaction), or, to prepare 6- cyano derivatives of the formula XXXIIIh, reacting a halide of the formula XXXIIId or a sulfone of the formula XXXIIIf (m 0 ι=2) with an alkali metal or tetraalkylammonium cyanide or copper cyanide in an inert solvent, such as dichloromethane, tetrahydrofuran or dimethylformamide, at temperatures between 0°C and 220°C. Some of the compounds of the formula XXXIIIe are also obtainable from the pyridone of the formula XXXIIIa by reacting them analogously to Org. React. 42, 2 with an alcohol R 151 OH in the presence of an azodicarboxylic ester (for example diethyl ester) and triphenylphosphine in an inert solvent, such as tetrahydrofuran or dioxane. (Scheme 9) Reaction scheme 9: inert solvent XXXIIIa 20-120°C XXXIIIe The intermediates of the formula XXXIIIa required in reaction scheme 8 as starting materials are obtainable according to Scheme 10 route A or route B (Org. Process Research & Development, I, 370 (1997)) or route C. XXXVI XXXVII elimination of water Route A ιn (he presence or absence cat such as H 2 S0 4 or TsOH R °"«« B of an inert solvent inert solvent -10°C-250°C in the presence 30-250"C or absence of a base, e.g. tert-amine 50-250°C XXXVIII XXXIIIa Route C Reaction scheme 10 Intermediates of the formula XXXIIIa are obtainable by route A by reacting, to prepare the 3,4-dihydro-5-aikoxycarbonyl-6-haloalkylpyridin-2-ones of the formula XXXVIII, an enamine of the formula XXXV in the presence or, preferably, in the absence of a solvent either in an excess of enamine or in the presence of a base, such as a tert-amine, with an acryloyl chloride of the formula XXXIV at temperatures between -10° and + 200°C, or by reacting a keto ester of the formula XXXVII with an acryiamide of the formula XXXVI in the presence of a catalyst such as p-toluenesulfonic acid (=HOTs) in an inert solvent, such as toluene, at temperatures between 30 and 200°C, with removal of the water of reaction formed (for example azeotropic distillation), or by reacting a keto ester of the formula XXXVII in the presence of a base, such as an alkali metal alkoxide or magnesium alkoxide, with a 4-haio- keto ester of the formula XXXIX in an inert solvent, such as ethanol, at 0-180°C to give the intermediate of the formula XXXX, converting this with ammonia or an ammonium salt, such as ammonium acetate, or with a bis-silylamine such as hexamethyldisilazane, in the presence or absence of an acidic catalyst, such as sulfuric acid or p-toluenesulfonic acid or an organic carboxylic acid (for example cone, acetic acid), in an inert solvent and at temperatures between 0° and 180°C into the corresponding enamine of the formula XXXXI, subsequently cyciizing in the presence of a catalyst, such as p-toluenesulfonic acid or sulfuric acid, if desired with continuous removal of the water of reaction formed in an inert solvent, such as toluene, to give the dihydropyridone of the formula XXXVIII, and finally treating with an oxidizing agent, such as manganese dioxide, in an inert solvent, such as chlorobenzene, at temperatures between 50 and 250°C, to prepare the pyridones XXXIIIa. The intermediates of the formula Ha in which Qa is hydroxyl, halogen, cyano, or a group -CH 2 (CO)R 36 or R b is hydrogen, Cι-C alkyl or halogen; R f is trifiuoromethyl, difluorochloromethyl, pentafluoroethyl, heptafluoro-n-propyi or trichloromethyl; R a is d-dalkyl, d-C 3 haioalkyl, C 3 -C 4 cycloalkyl, Cι-C 2 alkoxy-Cι-C 4 alkyl , C C 2 - alkylthiomethyl, hydroxyl, halogen, cyano, Cι-C 3 alkoxy, d-C 3 haloalkoxy, allyloxy, propargyloxy, Cι-C 3 alkylthio, Cι-C 3 alkylsuifinyl, Cι-C 3 alkylsulfonyl or d-C 3 alkylsulfonyloxy, and R 0 i and R 36 are as defined under group Q 5 of the formula I, except for the compounds 2,6-bistrifluoromethylnicotinic acid, 2,6-bistrifluoromethyl-5-methoxynicotinic acid and 2-hydroxy-6-trifluoromethylnicotinic acid, are novel and therefore likewise form part of the subject matter of the present invention. Compounds of the formula lib in which Qb is hydroxyl, halogen, cyano or a group -CH 2 (CO)R g9 or R 99 is Cι.C 4 alkyl, Cι.C 4 haloalkyl, C 3 .C 4 cycloalkyl or d-C 4 alkoxy; R f is trifiuoromethyl, difluorochloromethyl, pentafluoroethyl or heptafluoro-n-propyl; and R c is Cι-C 3 alkyl, C C 3 haloalkyl, Cι-C 2 alkoxymethyl, Cι-C 2 alkylthiomethyl, hydroxyl, halogen, cyano, d-C 3 alkoxy, d-C 3 haloalkoxy, allyloxy, propargyloxy, Cι-C 3 alkylthio, d-C 3 - alkylsulfinyl, d-C 3 alkylsulfonyl or Cι-C 3 alkylsulfonyloxy and R0 1 is as defined under formula I are novel and therefore likewise form part of the subject matter of the present invention. Preferred compounds of the formula lla correspond to the formula la in which Q a is hydroxyl, halogen, cyano or a group -CH 2 (CO)R 36 or R 01 and R 36 are as defined in claim 1 and R a is Cι-C 3 alkyl. The compounds of the formula I or compositions comprising them can be used according to the invention in all the application methods customary in agriculture, for example pre- emergence application, postemergence application and seed dressing, and various methods and techniques, for example controlled release of active compounds. To this end, the active compound is absorbed in solution onto mineral granule carriers or polymerized granules (urea/formaldehyde) and dried. If appropriate, a coating which allows the active compound to be released in metered form over a certain period of time can additionally be applied (coated granules). The compounds of the formula I can be employed as herbicides in unchanged form, i.e. as they are obtained in the synthesis, but they are preferably processed in a customary manner with the auxiliaries conventionally used in the art of formulation, for example to give emulsifiable concentrates, directly sprayable or dilutable solutions, dilute emulsions, wettable powders, soluble powders, dusts, granules or microcapsules. Such formulations are described, for example, in WO 97/34485 on pages 9 to 13. The methods of application, such as spraying, atomizing, dusting, wetting, scattering or watering, in the same way as the nature of the compositions, are chosen according to the aims striven for and the given circumstances. The formulations, i.e. the compositions, formulations or preparations comprising the active compound of the formula I or at least one active compound of the formula I and as a rule one or more solid or liquid formulation auxiliaries, are prepared in a known manner, for example by intimate mixing and/or grinding of the active compounds with the formulation auxiliaries, for example solvents or solid carriers. Surface-active compounds (surfactants) can furthermore additionally be used during the preparation of the formulations. Examples of solvents and solid carriers are given, for example, in WO 97/34485 on page 6. Depending on the nature of the active compound of the formula I to be formulated, suitable surface-active compounds are nonionic, cationic and/or anionic surfactants and surfactant mixtures having good emulsifying, dispersing and wetting properties. Examples of suitable anionic, nonionic and cationic surfactants are listed, for example, in WO 97/34485 on pages 7 and 8. The surfactants conventionally used in the art of formulation and which are suitable to prepare the herbicidal compositions according to the invention are described, inter alia, in "Mc Cutcheon's Detergents and Emulsifiers Annual", MC Publishing Corp., Ridgewood New Jersey, 1981 , Stache, H., "Tensid-Taschenbuch" [Surfactant handbook], Carl Hanser Verlag, Munich/Vienna, 1981 and M. and J. Ash, "Encyclopedia of Surfactants", Vol l-lll, Chemical Publishing Co., New York, 1980-81. The herbicidal formulations as a rule comprise 0.1 to 99% by weight, in particular 0.1 to 95% by weight, of herbicide, 1 to 99.9% by weight, in particular 5 to 99.8% by weight, of a solid or liquid formulation auxiliary and 0 to 25% by weight, in particular 0.1 to 25% by weight, of a surfactant. While concentrated compositions are rather preferred as commercial goods, the end user as a rule uses dilute compositions. The compositions can also comprise further additives, such as stabilizers, for example epoxidized or non- epoxidized vegetable oils (epoxidized coconut oil, rapeseed oil or soya oil), defoamers, for example silicone oil, preservatives, viscosity regulators, binders, tackifiers and fertilizers or other active compounds. The active compounds of the formula I are as a rule applied to the plants or their habitat, at application rates of 0.001 to 4 kg/ha, in particular 0.005 to 2 kg/ha. The dosage required for the desired effect can be determined by tests. It depends on the nature of the effect, the development stage of the crop plant and the weed and on the application (location, time, process) and can, as a function of these parameters, vary within wide ranges. The compounds of the formula I have herbicidal and growth-inhibiting properties, owing to which they can be used in crops of useful plants, in particular in cereals, cotton, soya, sugar beet, sugar cane, plantings, rapeseed, maize and rice, and for the non-selective control of weeds. Crops include those which have been rendered tolerant towards herbicides or herbicide classes by conventional breeding methods or genetical engineering methods. The weeds to be controlled can be both monocotyledonous and dicotyledonous weeds, for example Stellaria, Nasturtium, Agrostis, Digitaria, Avena, Setaria.'Sinapis, Lolium, Solanum, Echinochloa, Scirpus, Monochoria, Sagittaria, Bromus, Alopecurus, Sorghum halepense, Rottboellia, Cyperus, Abutilon, Sida, Xanthium, Amaranthus, Chenopodium, Ipomoea, Chrysanthemum, Galium, Viola and Veronica. The examples below illustrate the invention in more detail, without limiting it. Preparation Examples: Example H1 : Preparation of 2-difluoromethoxy-6-trifluoromethylnicotinic acid: At 70°C, 25 g (0.106 mol ) of (3-(ethoxycarbonyl)-6-trifluoromethyl)pyrid-2-one (Helv. Chim. Acta (1988), 71 (3), 596-601) in a mixture of 50 ml of dimethylformamide and 20 ml of water are treated, in the presence of 16 g (0.116 mol) of finely powdered potassium carbonate and with efficient stirring, with a continuous stream of gaseous Freon-22. After 6 hours, a further 16 g of potassium carbonate and 20 ml of dimethyl sulfoxide are added, and the mixture is stirred with continuous introduction of Freon-22 gas at a temperature of 100°C for another 4 hours. The mixture is then treated with water and ice and extracted with diethyl ether. The aqueous phase is adjusted to pH 2 using cone. HCl and extracted with ethyl acetate. Diethyl ether is added to the extract, and some (3-(carboxy)-6- trifluoromethyl)pyrid-2-one crystals which have precipitated out are removed by filtration. The filtrate is filtered through a silica gel column (mobile phase ethyl acetate/hexane 1 :1) giving, as a crystalline product, pure 2-difluoromethoxy-6-trifluoromethylnicotinic acid: 1 H NMR (CDCI3, ppm): 8.60, d, J=9 Hz, 1H; 7.62, d, J=9 Hz , 1H; 7.62, t, J=67 Hz, 1H. Example H2: Preparation of 4-methyl-6-trifluoromethylnicotinic acid: In the presence of 5.8 ml of phenyl dichlorophosphate, 7.5 g (0.03 mol) of ((3- ethoxycarbonyl)-4-methyl-6-trifluoromethyl)pyrid-2-one (Helv. Chim. Acta (1988), 71 (3), 596-601 ) are heated in a pressure vessel at a temperature of 170°C for 3 hours. The cold reaction solution is filtered directly through a short silica gel column (mobile phase: ethyl acetate/hexane 1 :9), giving, as an oily product, ethyl 2-chloro-4-methyl-6-trifluoromethyl- pyridin-3-ylcarboxylate: 1 H NMR (CDCI 3 , ppm): 7.49, s, 1 H; 4.48, q, 2H; 2.43, s, 3H, 1.43, t, 3H. 3.0 g (16.8 mmol) of the above product and, in 2 portions, a total of 5 g of ammonium formate are added to a suspension of 0.55 g of 10% Pd/C in 20 ml of methanol, and the mixture is stirred at room temperature for 24 hours. The reaction mixture is then filtered through Celite and, after addition of sodium chloride solution, extracted with ethyl acetate. Chromatographic purification (mobile phase 1 :9) gives the 4-methyl-6-trifluoromethylpyridin- 3-yl ethyl ester as an oil: 1 H NMR (CDCI 3 , ppm): 9.11 , s, 1 H; 7.56, s, 1 H, 4.44, q, 2H; 2.72, s, 3H, 1.42, t, 3H. This is hydrolysed at 40°C in the presence of aqueous potassium hydroxide solution in dioxane. Extraction with ethyl acetate gives, after acidification to pH 2.7, 4-methyl-6-trifluoromethylnicotinic acid as a crystalline product: 1 H NMR (CDCI 3 , ppm): 7.49, s, 1 H; 4.48, q, 2H; 2.43, s, 3H, 1.43, t, 3H; 9.32, s, 1 H, 7.62, s, 1 H, 2.79, s, 3H. Example H3: Preparation of 6-chtoro-4-trifluoromethylnicotinic acid: 9.6 g (0.047 mol) of methyl 4-trifluoromethylpyridin-3-ylcarboxylate, dissolved in 50 ml of dichloromethane, are treated with 30% hydrogen peroxide/urea adduct and 17 ml of trifluoroacetic anhydride. The reaction solution is stirred at temperature of 20°C for 20 hours and then washed once each with dilute sodium hydroxide solution and half -saturated sodium chloride solution. The product obtained is 3-methoxycarbonyl-4-trifluoromethyl-3- pyridine N-oxide; 1 H NMR (CDCI 3 , ppm): 8.55, s, 1 H; 8.31 , d, 1H; 7.6, d, 1H; 3.98, s, 3H. 4.85 g (0.022 mol) of the above product are then added to a mixture of 5 ml of phosphorus oxychloride and 4.3 ml of ethyldiisopropylamine in 15 mi of 1 ,2-dichloroethane, and the mixture is heated to a temperature of 60°C. After about 2 hours, another 2 ml of phosphorus oxychloride and 2.8 ml of ethyldiisopropylamine are added, and the mixture is stirred at this temperature for 20 hours. The reaction mixture is subsequently added to ice- water, adjusted to pH 3 using 30% NaOH and then extracted with dichloromethane. Filtration through a little silica gel gives an approximately 5:1 product mixture of the two 6- chloro- and 2-chloro-4-trifluoromethylpyridin-3-yl methyl esters, which can be separated by HPLC into the pure components. Thus, pure methyl 6-chloro-4-trifluoromethylpyridin-3- ylcarboxylate is obtained as the main product; 1 H NMR (CDCI 3 , ppm): 8.91 , s, 1 H; 7.68, s, 1 H; 3.98, s, 3H, and pure methyl 2-chloro-4-trifluoromethylpyridin-3-ylcarboxylate is obtained as the byproduct; 1 H NMR (CDCI 3 , ppm): 8.64, d, 1 H; 7.52, d, 1 H; 4.01 , s, 3H. In the presence of 0.073 g of potassium hydroxide, 0.22 g of pure methyl 6-chloro-4- trifluoromethylpyridin-3-ylcarboxylate are hydrolysed at room temperature in a 1 :1 mixture of 6 mi of dioxane/water. Recrystallization gives the pure 6-chloro-4-trifluoromethylnicotinic acid: m.p. 115-117°C; 1 H NMR (CDCI 3 , ppm): 9.12, s, 1 H; 7.24, s, 1 H. Example H4: Preparation of 6-methylthio-4-trifluoromethylnicotinic acid: In boiling acetone, 0.70 g (2.9 mol) of methyl 6-ch!oro-4-trifluoromethylpyridin-3- ylcarboxylate is treated in the presence of a catalytic amount of 18-crown-6 with methanethiolate (0.33 g) until no further conversion can be detected by gas chromatographic analysis. The mixture is then filtered through silica gel and evaporated. This gives 0.73 g of methyl 6-methylthio-4-trifluoromethylpyridin-3-ylcarboxylate; 1 H NMR (CDCI 3 , ppm): 8.98, s, 1H; 7.48, s, 1H; 3.94, s, 3H; 2.64, s, 3H. Hydrolysis under the conditions mentioned above gives 6-methylthio-4-trifluoromethyl- nicotinic acid: 1 H NMR (CDCI 3 , ppm): 9.02, s, 1 H; 7.46, s, 1 H; 2.64, s, 3H. Example H5: 6-Hvdroxy-2-trifluoromethylpyridin-3-yl ethyl ester: Under an atmosphere of nitrogen and with stirring, 33.4 g of 3,4-dihydro-5-ethoxycarbonyl- 6-trif luoromethylpyridin-2-one (Org. Res.& Devel. 1 ,370 (1997)) and 34 g of manganese dioxide in 250 ml of 1 ,2-dichlorobenzene are heated under reflux for 24 hours. In intervals of about 20 hours, manganese dioxide (total amount of MnO 2 used: 213 g) is added six more times over a period of 3 days, and the mixture is in each case heated further under reflux. The mixture is then cooled, diluted with ethyl acetate, and filtered through silica gel, the filtercake is washed with ethyl ester and the filtrate is concentrated. The solid residue (26.7 g, i.e. 80%), which may still contain about 6% of starting material, is directly reacted further. For complete purification, it is possible to purify, for example, over silica gel (hexane/ethyl acetate 7:3) ('H NMR, CDCI 3 , ppm): 8.02 (d, 1 H); 6.85 (d, 1 H); 4.86 (q, 2H); 1.37 (t, 1 H). Example H6: Preparation of ethyl 6-chloro-2-trifluoromethylpyridin-3-ylcarboxylate: In a bomb tube, 23.5 g of ethyl 6-hydroxy-2-trifluoromethylpyridin-3-ylcarboxylate and 23.5 ml of phenyl dichlorophosphate are heated at 170 C C for 3 hours, and the mixture is, after cooling, added to ice-water, stirred for a few minutes and subsequently taken up in ethyl acetate and made slightly alkaline using sodium bicarbonate and then washed neutral with water. The extracts are admixed with a little hexane and filtered through silica gel. The filtrate is evaporated, leaving 21.6 g (85%) of the title compound in the form of a dark oil with n D 30 1.4679. 1 H NMR (CDCI 3 , ppm): 8.09 (d,1 H); 7.60 (d,1 H); .43 (q, 2H); 1.43 (t,3H). Example H7: Preparation of 6-chloro-2-trifluoromfithylpyridin-3-ylcarboxylic acid: 2.5 g of the ethyl 6-chloro-2-trifluoromethyipyridin-3-ylcarboxyiate obtained above are dissolved in the smallest possible amount of tetrahydrofuran, treated with approximately 20 g of ice and 11 ml of 1 N lithium hydroxide and stirred at room temperature until hydrolysed completely. The mixture is then washed with a little ether and the aqueous phase is acidified using 4N hydrochloric acid and extracted with ethyl acetate. The extracts are washed with sodium chloride solution, dried and evaporated. This gives 1.8 g of the title compound of m.p. 154-156°C. The other free carboxylic acids are likewise obtained from their esters in this manner. Example H8: Preparation of ethyl 6-methylthio-2-trifluoromethylpyridin-3-ylcarboxylate: Under an atmosphere of nitrogen and with stirring, a solution of 1.7 g of 6-chloro-2- trifiuoromethylpyridin-3-yl ethyl ester in 60 ml of dimethylformamide is treated a little at a time with 0.52 g of sodium methanethiolate and stirred at room temperature until the reaction has gone to completion. The reaction mixture is then poured into ice-water, made neutral by addition of a little dilute hydrochloric acid and extracted with ethyl acetate. The extracts are diluted with a little hexane, washed with water, dried over sodium sulfate, filtered and, after filtration through a little silica gel, evaporated. This gives 1.4 g (79%) of the title compound in the form of an oil with n D 25 1.5100, 1 H NMR (CDCI 3 , ppm): 7.90 (d, 1 H); 7.40 (d, 1 H); 1.40 (q, 2H); 2.60 (s, 3H); 1.49 (t, 3H). Example H9: Preparation of ethyl 6-ethylthio-2-trifluoromethylpyridin-3-ylcarboxylate: In an apparatus previously flushed with nitrogen, a solution of 1.8 ml of ethanethiol in 40 ml of dimethylformamide, which had been cooled to 0°C, is treated a little at a time with 0.96 g of sodium hydride oil dispersion (60%), and the mixture is stirred at room temperature. After evolution of hydrogen has ceased, the mixture is cooled to -20°C, and a solution of 5.07 g of 6-chloro-2-trif luoromethylpyridin-3-yl ethyl ester in 10 ml of dimethylformamide is added dropwise at this temperature, and the mixture is stirred slowly until room temperature has been reached. After the reaction has ended (approximately 3 hours), the reaction mixture is added to ice-water and extracted with ethyl acetate. The extracts are washed with water, dried, filtered, evaporated and dried under high vacuum. This gives 5.0 g (89%) of the title compound as a brownish oil. 1 H NMR (CDCI 3 , ppm): 7.90 (d, 1H); 7.35 (d, 1H); 4.40 (q, 2H); 3.25 (q, 2H); 1.38 (2t, 6H). Example H10: Preparation of ethyl 6-ethylsulfinyl-2-trifluoromethylpyridin-3-ylcarboxylate: Under an atmosphere of nitrogen and with stirring and cooling, a solution of 2.5 g of m- chloroperbenzoic acid in 40 ml of methylene chloride is added dropwise at a temperature of -20 C C to a solution of 2.8 g of ethyl 6-ethylthio-2-trifluoromethylpyridin-3-ylcarboxylate, which had been charged initially, and the mixture is stirred at a temperature of +5°C for 20 hours. The mixture is then evaporated gently and purified over silica gel (hexane/ethyl acetate 7:3). This gives 2.48 g (84%) of 6-ethylsulfinyl-2-trifluoromethylpyridin-3-yl-ethyl ester. 1 H NMR (CDCI 3 , ppm): 8.38 (d, 1 H); 8.30 (d, 1 H); 4.45 (q, 2H); 3.26 - 3.00 (m, 2H); 1.43 (t, 3H); 1.26 (t, 3H). Ethyl 6-methylsulfinyl-2-trifluoromethyipyridin-3-yicarboxylate is obtained in an analogous manner. Example H11 : Preparation of ethyl 6-methylsulfonyl-2-trifluoromethylpyridin-3-ylcarboxylate: Under an atmosphere of nitrogen and with stirring and cooling, 21 g of m-chloroperbenzoic acid are introduced a little at a time over a period of 30 minutes at a temperature of -20°C into a solution of 3.6 g of 6-methylthio-2-trifluoromethylpyridin-3-yl ethyl ester, which had been charged initially, and the reaction mixture is stirred at room temperature for 5 hours. The mixture is then evaporated and filtered through silica gel (ethyl acetate/methanol/ triethylamine 85:10:5). This gives 3.95 g (97%) of ethyl 6-methylsulfonyl-2- trifluoromethylpyridin-3-ylcarboxylate as a brownish solid with m.p. 70-72°C. 1 H NMR (CDCI 3 , ppm): 8.40 (1 H,d); 8.33 (1 H,d); 4.47 (2H,q); 1.43 (3H,t). Example H12: Preparation of ethyl 6-cvano-2-trifluoromethylpyridin-3-vicarboxylate: Under an atmosphere of nitrogen and with stirring, a solution of 0.596 g of ethyl 6- methylsulfonyl-2-trifluoromethylpyridin-3-ylcarboxyiate in 5 ml of dimethylformamide is treated with 160 mg of solid potassium cyanide and a spatula tipful of 18-crown-6, and the mixture is heated at 80°C for 3 hours. The mixture is cooled overnight, and the next day another 30 mg of potassium cyanide are added and the mixture is heated further until the starting material has disappeared (approximately 2 hours). The mixture is then cooled, added to ice-water and extracted with ethyl acetate. The extracts are washed with water, dried, evaporated and freed from traces of dimethylformamide under high vacuum at approximately 40°C. This gives 480 mg (yield virtually quantitative) of ethyl 6-cyano-2- trifluoromethylpyridin-3-ylcarboxylate in the form of an oil which slowly solidifies. 1 H NMR (CDCI 3 , ppm): 8.29 (1 H,d); 7.97 (lH,d); 4.48 (2H, d); 1.43 (3H,t). Example H13: Preparation of ethyl 6-methyl-2-trifluoromethylpyridin-3-ylcarboxylate: Under an atmosphere of nitrogen and with stirring, a solution of 3.6 g of 6-chloro-2- trifluoromethyipyridin-3-yl ethyl ester in 20 ml of dimethyiacetamide is treated with 4.5 ml of tetramethyltin and 200 mg of dichloro(bistriphenylphosphine)palladium, and the mixture is heated to a temperature of 80-90°C for 24 hours. Then another 1.5 ml of tetramethyltin and 30 mg of dichloro(bistriphenylphosphine)palladium are added and the mixture is heated for another 6 hours. The reaction mixture is then freed from excess tetramethyltin using reduced pressure (destruction by passing through ethanolic sodium hydroxide solution), cooled and added to ice-water. The mixture is extracted with diethyl ether and the extract is washed with water, dried over sodium sulfate, filtered through a little silica gel, evaporated and dried under reduced pressure. This gives the title compound (2.4 g, 73%), which still contains traces of dimethyiacetamide, in the form of a dark oil. 1 H NMR (CDCI 3 , ppm): 8.00 (1 H,d); 7.42 (1 H,d); 4.42 (2H, d); 2.68 (3H, s); 1.41 (3H,t). Hydrolysis analogously to the description already mentioned above affords 6-methyl-2- trifluoromethylpyridin-3-ylcarboxylic acid (brown resin) which is directly converted further into the carbonyl chloride. Example H14: Preparation of 6-methyl-2-trifluoromethylpyridin-3-ylcarbonyl chloride: A solution of 0.45 g of 6-methyl-2-trifluoromethylpyridin-3-ylcarboxyiic acid in 20 ml of dichloromethane is charged initially, 3 drops of dimethylformamide. are added and the mixture is subsequently treated with 1.6 ml of oxalyl chloride. After the intensive evolution of gas has ceased, the mixture is kept at a bath temperature of 40°C for another 1.5 hours and then evaporated. The crude product (0.56 g) that remains as residue can be directly reacted further. 1 H NMR (CDCI 3 , ppm): 8.20 (1 H,d); 7.51 (1 H,d); 2.65 (3H, s). Example H15: Preparation of 4-oχobicvclor3.2.noct-2-en-2-yl 6-methγl-2-trifluoromethyl- nicotinate: Under an atmosphere of nitrogen and with stirring and cooling, a solution of 0.56 g of 6- methyl-2-trif luoromethylpyridin-3-ylcarbonyl chloride in 10 ml of methylene chloride is added dropwise at 0°C to a solution of 0.4 g of bicyclo[3.2.1]octane-2,4-dione and 0.72 g of triethylamine in 10 ml of methylene chloride, and the mixture is stirred for 5 hours until room temperature has been reached. The mixture is then diluted with methylene chloride, washed with cold 1 N hydrochloric acid, dried and evaporated to give the desired enol ester (0.8 g) as a brown resin which is directly reacted further. 1 H NMR (CDCI 3 , ppm): 8.17 (1 H,d); 7.51 (1 H, d); 5.96 (1 H, s); 3.04 (2H, m); 2.75 (3H, s); 2.32-1.30 (m). Example H16: Preparation of 4-hvdroxy-3-(6-methyl-2-trifluoromethylpyridin-3-carbonyl)- bicvclo[3.2.noct-3-en-2-one: Under an atmosphere of nitrogen and with stirring, 0.8 g of the above enol ester is dissolved in 30 ml of acetonitrile at 25 °C, and the mixture is treated with 0.5 ml of triethylamine and 0.4 mi of acetone cyanohydrin and stirred at room temperature for 20 hours. The mixture is then diluted with solvent and washed with dilute hydrochloric acid, dried and evaporated, and the residue is purified through a little siiica gel (ethyl acetate/methanol/triethylamine 85:10:5). This gives 371 mg (46%) of the title compound (triethylamine salt) in the form of a yellowish resin. 1 H NMR (CDCI 3 , ppm): 7.45 (1 H, d); 7.25 (1 H, d); 3.80-3.43 (4H, m); 3.18 (6H, m); 2.80 (2H, s(br)); 2.62 (3H, s); 2.20-1.54 (m). Example H17: Preparation of ethyl 6-methoxy-2-trifluoromethylpyridin-3-vicarboxyiate: A suspension of 5.65 g of ethyl 6-hydroxy-2-trifiuoromethylpyridin-3-ylcarboxylate, 6.0 g of potassium carbonate and 2.7 ml of methyl iodide is, together with a spatula tipful of 18- crown-6, heated to a temperature of 60-70°C until the reaction has gone to completion. The mixture is then filtered, the filtration residue is washed with acetonitrile and the filtrate is concentrated under reduced pressure. The residue is cooled, admixed with ice-water, neutralized with dilute sulfuric acid and extracted with ethyl acetate. The extracts are washed with water, dried, diluted with a little hexane and filtered through a little silica gel. The resulting residue is the title compound (3.7 g, 65%) in the form of slightly orange crystals of m.p. 150-152°C. 'H NMR (CDCI 3 , ppm): 8.00 (1 H, d); 6.83 (1H, d); 4.38 (2H, q); 4.01 (3H, s);1.39 (3H, t). Example H18: Preparation of 4-hvdroxy-3-(2-methyl-6-trifluoromethylpyridin-3-carbonyl)- bicvclor3.2.1 loct-3-en-2-one: 6.68 g (0.0305 mol) of methyl 2-methyl-6-trifluoromethylnicotinate (prepared as described in Heterocycles, 46, 129 (1997)) are dissolved in 250 ml of methanol/water (3:1 mixture), and 1.92 g (0.046 mol) of lithium hydroxide hydrate are added a little at a time at 22°C. After 4 hours at 22°C, the reaction mixture is poured into ethyl acetate and 2 N hydrochloric acid, the organic phase is washed three times with water, dried with sodium sulfate and evaporated and the residue is triturated with a little hexane. Filtration gives 5.69 g (90% of theory) of the expected 2-methyl-6-trifluoromethylnicotinic acid of m.p. 147-149°C. The 2-methyl-6-trifluoromethylnicotinic acid obtained (2.0 g, 0.0098 mol) is dissolved in 20 ml of oxalyl chloride. Three drops of dimethylformamide are added, and the mixture is heated under reflux for 1 hour. The mixture is then concentrated using a rotary evaporator, and the residue (2-methyl-6-trifluoromethyinicotinoyl chloride) is taken up in 30 ml of methylene chloride. At 0°C, 2.7 ml (0.0196 mol) of triethylamine and 0.12 g (0.00098 mol) of dimethylaminopyridine are added. 1.49 g (0.0108 mol) of bicyclo[3.2.1]octane-2,4-dione, dissolved in 20 ml of methylene chloride, are then added dropwise. After 3 hours at 22°C, the reaction mixture is extracted with 2 N hydrochloric acid. The methylene chloride phase is separated off, washed with water and subsequently extracted with 10% aqueous sodium bicarbonate solution, dried over sodium sulfate and evaporated. This gives 3.18 g (100% of theory) of 4-oxobicyclo[3.2.1]oct-2-en-2-yl 2-methyl-6-trifluoromethylnicotinate as an oil, which can be processed further without purification. 3.02 g (0.0093 mol) of 4-oxobicyclo[3.2.1]oct-2-en-2-yl 2-methyl-6-trifiuoromethylnicotinate and 1.9 ml (0.0136 mol) of triethylamine are dissolved in 45 ml of acetonitrile. At 22°C, 0.01 ml of acetone cyanohydrin are added. After 18 hours at 22°C, the reaction mixture is poured into dilute hydrochloric acid and extracted with ethyl acetate. The ethyl acetate phase is washed with water and then with brine, dried over sodium sulfate and evaporated, and the residue is dissolved in a little warm acetone. The product crystallizes on standing. Filtration gives 0.99 g (33% of theory) of the expected 4-hydroxy-3-(2-methyl-6- trifluoromethylpyridine-3-carbonyl)bicyclo[3.2.1]oct-3-en-2-one as white crystals (m.p. 75- 77°C). Example H19: Preparation of S- -methyl-e-trifluoromethylpyridine-S-carbonylM-oxo- bicvclor3.2.noct-2-en-2-yl benzoate: At 0°C, a solution of 0.562 g (0.0004 mol) of benzoyl chloride in 1 ml of tetrahydrofuran is added to a solution of 1.14 g (0.0035 mol) of 4-hydroxy-3-(2-methyl-6- trifluoromethylpyridine-3-carbonyl)bicyclo[3.2.1]oct-3-en-2-one and 0.517 g (0.004 mol) of ethyldiisopropylamine in 15 ml of tetrahydrofuran. The reaction mixture is stirred at 25°C for 2 hours, evaporated and purified over silica gel (hexane/ethyl acetate 1 :1 ). This gives 0.9 g (60%) of the title compound in the form of a yellowish resin. 1 H NMR (CDCI 3) ppm): 7.91-7.87, m, 3H; 7.64, t, J=7.5 Hz, 1 H; 7.50-7.40, m, 3H; 3.24, br t, J=4 Hz, 1 H; 3.14, br t, J=4 Hz, 1 H; 2.70, s, 3H; 2.47, d, J=13.5 Hz, 1H; 2.40, 2.15, m, 3H; 1.95-1.8, m, 2H. Example H20: Preparation of 4-hvdroxy-3-(2-methyl-1-oxy-6-trifluoromethylpyridine-3- carbonyl)bicvclol3.2.1loct-3-en-2-one: 16.25 g (0.05 mol) of 4-hydroxy-3-(2-methyl-6-trifluoromethylpyridine-3-carbonyl)- bicycio[3.2.1]oct-3-en-2-one and 9.4 g (0.1 mol) of urea/hydrogen peroxide complex are dissolved in 150 ml of methylene chloride, and 20.5 ml (0.15 mol) of trifluoroacetic anhydride are added dropwise at 25°C. After 14 hours at 25°C, the reaction mixture is added to ethyl acetate and water, and the organic phase is washed twice with water, dried with sodium sulfate and evaporated. The residue is chromatographed over silica gel (mobile phase: ethyl acetate/methanol 9/1 ). This gives 6.8 g (40%) of the desired product as white crystals (m.p. 109-110°C). Example H21 : Preparation of 4-chloro-3-(2-methyl-6-trifluoromethylpyridine-3-carbonvt)- bicvclof3.2.1]oct-3-en-2-one: 20.15 g (0.062 mol) of 4-hydroxy-3-(2-methyl-6-trifluoromethylpyridine-3-carbonyl)- bicyclo[3.2.1]oct-3-en-2-one are suspended in 50 ml of oxalyl chloride, and 0.1 ml of dimethylformamide are added dropwise. After the intensive evolution of gas has ceased, the mixture is kept at a bath temperature of 45 C C for another 1.5 hours and then evaporated, and the residue is suspended in a little ethyl acetate and admixed with stirring at 0°C with hexane. Filtration gives 19.19 g (90% of theory) of 4-chloro-3-(2-methyl-6- trifluoromethyl-pyridine-3-carbonyl)bicycio[3.2.1]oct-3-en-2-one of m.p. 137-138°C. Example H22: Preparation of 4-amino-3-(2-methyl-6-trifluoromethylpyridine-3-carbonv!)- bicvclof3.2.11oct-3-en-2-one: 1.0 g (0.0029 mol) of 4-chloro-3-(2-methyl-6-trifluoromethylpyridine-3-carbonyl)- bicycio[3.2.1]oct-3-en-2-one are dissolved in 10 ml of tetrahydrofuran and, at 25°C, treated with 2.0 ml of aqueous ammonia (30%). After 0.5 hours at 25°C, the reaction mixture is added to ethyl acetate and water, the organic phase is washed twice with water, dried with sodium sulfate and evaporated and the residue is triturated with a little ethyl acetate. Filtration gives 0.81 g (86% of theory) of 4-amino-3-(2-methyl-6-trifluoromethylpyridine-3- carbonyl)bicyclo[3.2.1]oct-3-en-2-one in the form of white crystals (m.p. 262-263°C). 1 H NMR (CDCI 3 , ppm): 10.62 br s 1 H; 8.223 br s l H; 7.41 , d, J= 8.1 Hz, 1 H; 7.35, d, J= 8.1 Hz, 1 H; 3.03, br t, J= 4.8 Hz, 1 H; 2.70, br t, J= 4.8 Hz, 1 H; 2.41 , s, 3H; 1.97-2.14, m, 3H; 1.77-1.812, m, 1 H; 1.47-1.70, m, 2H. Example H23: Preparation of 4-(4-chlorophenylsulfanyl)-3-(2-methyl-6-trifluoromethyl- pyridine-3-carbonyl)bicvclor3.2.1loct-3-en-2-one: 2.0 g (0.0058 mol) of 4-chloro-3-(2-methyl-6-trifluoromethylpyridine-3-carbonyl)- bicyclo[3.2.1]oct-3-en-2-one, 0.07 g of dimethylaminopyridine (0.00058 mol) and 1.61 ml of triethylamine are dissolved in 15 ml of methylene chloride. At 25°C, 0.092 g (0.0064 mol) of 4-chlorothiophenol are added. After 2 hours at 22°C, the reaction mixture is evaporated and purified over silica gel (hexane/ethyl acetate 2:1). Recrystallization (hexane/acetic acid at -25°C) gives pure 4-(4-chlorophenylsulfanyl)-3-(2-methyl-6-trifluoromethylpyridine-3- carbonyl)bicyclo[3.2.1]oct-3-en-2-one: m.p. 130-131 °C. Example H24: Preparation of 4-(4-chlorobenzenesulfonyl)-3-(2-methyl-6-trifluoromethyl- pyridine-3-carbonyl)bicvclor3.2.11oct-3-en-2-one: 0.6 g (0.00133 mol) of the 4-(4-chlorophenylsulfanyl)-3-(2-methyl-6-trifluoromethylpyridine- 3-carbonyl)bicycio[3.2.1]oct-3-en-2-one obtained above is dissolved in methylene chloride, and 0.9 ml of peracetic acid (39% in acetic acid, 0.0053 mol) are added dropwise at 25°C. After 5 hours at 25 C C, the reaction mixture is added to ethyl acetate and water, the organic phase is washed with water, dried with sodium sulfate and evaporated and the residue is triturated with a little hexane. Filtration gives 0.56 g (84% of theory) of 4-(4- chlorobenzenesulfonyl)-3-(2-methyl-6-trifluoromethyipyridine-3-carbonyl)bicyclo[3.2.1]oct-3- en-2-one in the form of white crystals (m.p.166-167°C). Example H25: Preparation of (5-cvclopropyl-3-methylsulfanylisoxazol-4-ylM2-methyl-6- trifluoromethylpyridin-3-yl)methanone and cvclopropyl-r3-methylsulfanyl-5-(2-methyl-6- trifluoromethylpyridin-3-yl)isoxazol-4-yl]methanone: 14.8 g (0.080 mol) of tert-butyl 3-cyclopropyl-3-oxopropionic acid ester are dissolved in 25 ml of MeOH, and 1.93 g (0.080 mol) of magnesium are added. With ice-bath cooling, 7 ml of carbon tetrachloride are added dropwise, and the reaction mixture is stirred at a temperature of 22°C for one hour. After evaporation, the residue is suspended in 100 ml of acetonitrile, and 16.31 g (0.073 mol) of 2-methyl-6-trifluoromethylnicotinoyl chloride (prepared as described in Example H18), dissolved in 50 ml of acetonitrile, are added dropwise at a temperature of 22°C. After 6 hours, the reaction mixture is taken up in ethyl acetate and washed with saturated sodium bicarbonate solution. The ethyl acetate phase is separated off, washed with water, dried over sodium sulfate and evaporated. The residue is dissolved in 160 ml of methylene chloride, and 10 ml of trifluoroacetic acid are added dropwise at a temperature of 22°C. After 18 hours, the reaction mixture is poured into water and extracted with methylene chloride. The methylene chloride phase is washed with water and then with saturated aqueous sodium chloride solution, dried over sodium sulfate and evaporated. This gives 17.3 g (88% of theory) of 1 -cyclopropyl-3-(2-methyl-6- trifluoromethylpyridin-3-yl)propane-1 ,3-dione as an oil, which is processed further without purification. The 1 -cyclopropyl-3-(2-methyl-6-trifluoromethylpyridin-3-yl)propane-1 ,3-dione obtained above (15.0 g, 0.055 mol) is dissolved in 150 ml of dimethylformamide, and 50 g of potassium fluoride on an aluminium oxide support (alumina) (0.0055 mol/g, 0.276 mol) are added a little at a time at a temperature of 0°C. After 5 minutes, 6.7 g (0.088 mol) of carbon disulfide are added dropwise. After 2 hours, 23.6 g (0.166 mol) of methyl iodide are added dropwise, and the reaction mixture is warmed to a temperature of 22°C. After a further 2 hours, the alumina is filtered off, the filtrate is added to water and the mixture is extracted with ethyl acetate. The ethyl acetate phase is washed with water and then with saturated aqueous sodium chloride solution, dried over sodium sulfate and evaporated. The residue is chromatographed over silica gel (mobile phase: ethyl acetate/hexane 15/1). This gives 12.0 g (60% of theory) of 2-(bismethylsulfanylmethylene)-1-cyclopropyl-3-(2-methyl-6- trifluoromethylpyridin-3-yl)-propane-1 ,3-dione as a solid. 12.0 g (0.033 mol) of the product obtained above are, together with 5.4 g (0.066 mol) of anhydrous sodium acetate, suspended in 120 ml of ethanol. 4.6 g (0.066 mol) of hydroxyiamine hydrochloride are added, and the reaction mixture is kept at a temperature of 22°C for 5 hours. Another 2.7 g of anhydrous sodium acetate and 2.3 g of hydroxyiamine hydrochloride are then added. After 18 hours, the reaction mixture is diluted with water and extracted with ethyl acetate. The ethyl acetate phase is washed with water and then with saturated aqueous sodium chloride solution, dried over sodium sulfate and evaporated. Trituration with a little ethyl acetate gives 9.0 g (79.5%) of the desired product as a 2:1 isomer mixture in the form of white crystals (m.p. 103-104°C). Main isomer: 1 H NMR (CDCI 3 , ppm) ((5-cyclopropyl-3-methylsulfanylisoxazol-4-yl)-(2-methyl- 6-trifluoromethylpyridin-3-yl)methanone) 7.98, d, J=7.8 Hz, 1H; 7.61 , d, J=7.8 Hz, 1 H; 2.67, s, 3H; 2.50, s, 3H; 2.02-1.93, m, 1H; 1.34-1.28, m, 2H; 1.18-1.09, m, 2H. 1 H NMR (CDCI 3 , ppm) (cyclopropyl-[3-methylsulfanyl-5-(2-methyl-6-trifluoromethylpyridin-3- yl)isoxazol-4-yl]methane): 7.95, d, J=7.8 Hz, 1 H; 7.69, d, J=7.8 Hz, 1 H; 2.67, s, 3H; 2.66, s, 3H; 1.74-1.64, m, 1 H; 1.28-1.18, m, 2H; 0.89-0.80, m, 2H. Example H26: Preparation of (5-cvclopropyl-3-methylsulfinylisoxazol-4-ylH2-methyl-6- trifiuoromethylpyridin-3-yl)methanone and cvclopropyl-f3-methanesulfinyl-5-(2-methyl-6- trifluoromethylpyridin-3-yl)isoxazol-4-yllmethanone: 1.50 g (0.0043 mol) of the isomer mixture obtained above are dissolved in 30 ml of acetone/water (2:1 mixture), and 1.02 g (0.0048 mol) of sodium metaperiodate are added a little at a time at 22°C. After 5 hours, the reaction mixture is evaporated using a rotary evaporator. The residue is taken up in water and ethyl acetate. The ethyl acetate phase is dried over sodium sulfate and evaporated. The residue is chromatographed over silica gel (mobile phase: ethyl acetate/hexane 3/1 ). This gives initially 0.8 g (51% of theory) of (5- cyclopropyl-3-methylsulfinyiisoxazol-4-yl)-(2-methyl-6-trifluoromethylpyridin-3-yl)methanone as white crystals (m.p. 96-97°C). 1 H NMR (CDCI 3 , ppm): 7.86, d, J=7.8 Hz, 1 H; 7.59, d, J=7.8 Hz, 1 H; 3.078, s, 3H; 2.66, s, 3H; 1.54-1.49, m, 1 H; 1.32-1.25, m, 2H; 1.13-1.072, m, 2H. The second product that elutes consists of 0.34 g (22% of theory) of cyciopropyl-[3- methanesulfinyl-5-(2-methyl-6-trifluoromethylpyridin-3-yl)isoxazol-4-yl]methanone as white crystals (m.p. 112-113°C). 1 H NMR (CDCI 3 , ppm): 7.97, d, J=7.8 Hz, 1H; 7.67, d, J=7.8 Hz, 1 H; 3.128, s, 3H; 2.62, s, 3H; 1.69-1.64, m, 1H; 1.26-1.18, m, 2H; 0.90-0.85, m, 2H. Example H27: Preparation of (5-cvclopropyl-3-methanesulfonylisoxazol-4-yl)-(2-isopropyl-6- trifluoromethylpyridin-3-vπmethanone: 0.15 g (0.0045 mol) of (5-cyclopropyl-3-methylsulfanylisoxazol-4-yl)-(2-isopropyl-6- trifluoromethylpyridin-3-yl)methanone is dissolved in methylene chloride, and 0.28 ml of peracetic acid (39% in acetic acid, 0.0016 mol) are added dropwise at a temperature of 5°C. After 15 hours at 25°C, the reaction mixture is added to ethyl acetate and water, and the organic phase is washed with water, dried with sodium sulfate and evaporated. The residue is chromatographed over silica gel (mobile phase: ethyl acetate/hexane 5/1 ). This gives 0.121 g (74% of theory) of the expected product as white crystals (m.p.105-106°C). In an analogous manner, and according to the methods shown in the general reaction schemes 1-10 and in the references mentioned therein, it is also possible to prepare the compounds listed in the tables below. In these tables, CCH is the ethynyl group, Ph is the phenyl group and Me is the methyl group. Table 1 : Comp. Ri R 5 No. Comp. Ri R 2 R 3 R 4 Rs P No. 1.001 H CF 3 H H OH 0 1.002 F CF 3 H H OH 0 1.003 CI CF 3 H H OH 0 1.004 Br CF 3 H H OH 0 1.005 CHF 2 CF 3 H H OH 0 1.006 CCI 3 CF 3 H H OH 0 1.007 CCIF 2 CF 3 H H OH 0 1.008 CF 3 CF 3 H H OH 0 1.009 CH 3 CF 3 H H OH 0 1.01 CH 2 CH 3 CF 3 H H OH 0 1.011 CH(CH 3 ) 2 CF 3 H H OH 0 1.012 (CH 2 ) 2 CH 3 CF 3 H H OH 0 1.013 C(CH 3 ) 3 CF 3 H H OH 0 1.014 Ph CF 3 H H OH 0 1.015 CH 2 F CF 3 H H OH 0 1.016 CH 2 CI CF 3 H H OH 0 1.017 CH 2 Br CF 3 H H OH 0 1.018 CH 2 OH CF 3 H H OH 0 1.019 CH 2 OCOCH 3 CF 3 H H OH 0 1.02 CH 2 OCOPh CF 3 H H OH 0 1.021 CH 2 OCH 3 CF 3 H H OH 0 1.022 CH 2 OCH 2 CH 3 CF 3 H H OH 0 1.023 CH 2 CH 2 OCH 3 CF 3 H H OH 0 1.024 CH 2 SMe CF 3 H H OH 0 1.025 CH 2 SOMe CF 3 H H OH 0 1.026 CH 2 SO 2 Me CF 3 H H OH 0 1.027 CH 2 SO 2 Ph CF 3 H H OH 0 1.028 SCH 2 Ph CF 3 H H OH 0 1.029 SOCH 2 Ph CF 3 H H OH 0 1.03 SO 2 CH 2 Ph CF 3 H H OH 0 1.031 SCH 3 CF 3 H H OH 0 Comp. Ri R 2 R 3 R 4 R 5 P No. 1.032 SOCH 3 CF 3 H H OH 0 1.033 SO 2 CH 3 CF 3 H H OH 0 1.034 SPh CF 3 H H OH 0 1.035 SOPh CF 3 H H OH 0 1.036 SO 2 Ph CF 3 H H OH 0 1.037 N(CH 3 ) 2 CF 3 H H OH 0 1.038 CH=CH 2 CF 3 H H OH 0 1.039 CH 2 GH=CH 2 CF 3 H H OH 0 1.04 SO 2 N(CH 3 ) 2 CF 3 H H OH 0 1.041 ethynyl CF 3 H H OH 0 1.042 cyclopropyl CF 3 H H OH 0 1.043 OCH 3 CF 3 H H OH 0 1.044 OPh CF 3 H H OH 0 1.045 OCHF 2 CF 3 H H OH 0 1.046 CO 2 Me CF 3 H H OH 0 1.047 2-furyl CF 3 H H OH 0 1.048 OCH 2 ethynyl CF 3 H H OH 0 1.049 2-pyridyl CF 3 H H OH 0 1.05 3-pyridyl CF 3 H H OH 0 1.051 4-pyridyl CF 3 H H OH 0 1.052 H CF 3 H H OH 1.053 F CF 3 H H OH 1.054 CI CF 3 H H OH 1.055 Br CF 3 H H OH 1.056 CHF 2 CF 3 H H OH 1.057 CCI 3 CF 3 H H OH 1.058 CCIF 2 CF 3 H H OH 1.059 CF 3 CF 3 H H OH 1.06 CH 3 CF 3 H H OH 1.061 CH 2 CH 3 CF 3 H H OH 1.062 CH(CH 3 ) 2 CF 3 H H OH Comp. Ri R 2 FU Rs No. 1.063 (CH 2 ) 2 CH 3 CF 3 H H OH 1.064 C(CH 3 ) 3 CF 3 H H OH 1.065 Ph CF 3 H H OH 1.066 CH 2 F CF 3 H H OH 1.067 CH 2 CI CF 3 H H OH 1.068 CH 2 Br CF 3 H H OH 1.069 CH 2 OH CF 3 H H OH 1.07 CH 2 OCOCH 3 CF 3 H H OH 1.071 CH 2 OCOPh CF 3 H H OH 1.072 CH 2 OCH 3 CF 3 H H OH 1.073 CH 2 OCH 2 CH 3 CF 3 H H OH 1.074 CH 2 CH 2 OCH 3 CF 3 H H OH 1.075 CH 2 SMe CF 3 H H OH 1.076 CH 2 SOMe CF 3 H H OH 1.077 CH 2 SO 2 Me CF 3 H H OH 1.078 CH 2 SO 2 Ph CF 3 H H OH 1.079 SCH 2 Ph CF 3 H H OH 1.08 SOCH 2 Ph CF 3 H H OH 1.081 SO 2 CH 2 Ph CF 3 H H OH 1.082 SCH 3 CF 3 H H OH 1.083 SOCH 3 CF 3 H H OH 1.084 SO 2 CH 3 CF 3 H H OH 1.085 SPh CF 3 H H OH 1.086 SOPh CF 3 H H OH 1.087 SO 2 Ph CF 3 H H OH 1.088 N(CH 3 ) 2 CF 3 H H OH 1.089 CH=CH 2 CF 3 H H OH 1.09 CH 2 CH=CH 2 CF 3 H H OH 1.091 SO 2 N(CH 3 ) 2 CF 3 H H OH 1.092 ethynyl CF 3 H H OH 1.093 cyclopropyl CF 3 H H OH Comp. Ri R2 R3 F R 5 P No. 1.094 OCH 3 CF 3 H H OH 1.095 OPh CF 3 H H OH 1.096 OCHFz CF 3 H H OH 1.097 CO 2 Me CF 3 H H OH 1.098 2-furyl CF 3 H H OH 1.099 OCH 2 CCH CF 3 H H OH 1.1 2-pyridyl CF 3 H H OH 1.101 3-pyridyl CF 3 H H OH 1.102 4-pyridyl CF 3 H H OH 1.103 H CF 2 CF 3 H H OH 0 1.104 CI CF 2 CF 3 H H OH 0 1.105 CHF 2 CF 2 CF 3 H H OH 0 1.106 ccι 3 CF 2 CF 3 H H OH 0 1.107 CCIF 2 CF 2 CF 3 H H OH 0 1.108 CF 3 CF 2 CF 3 H H OH 0 1.109 CH 3 CF 2 CF 3 H H OH 0 1.11 CH 2 CH 3 CF 2 CF 3 H H OH 0 1.111 CH(CH 3 ) 2 CF 2 CF 3 H H OH 0 1.112 (CH 2 ) 2 CH 3 CF 2 CF 3 H H OH 0 1.113 C(CH 3 ) 3 CF 2 CF 3 H H OH 0 1.114 CH 2 F CF 2 CF 3 H H OH 0 1.115 CH 2 CI CF 2 CF 3 H H OH 0 1.116 CH 2 OH CF 2 CF 3 H H OH 0 1.117 CH 2 OCOCH 3 CF 2 CF 3 H H OH 0 1.118 CH 2 OCOPh CF 2 CF 3 H H OH 0 1.119 CH 2 OCH 3 CF 2 CF 3 H H OH 0 1.12 CH 2 OCH 2 CH 3 CF 2 CF 3 H H OH 0 1.121 CH 2 SMe CF 2 CF 3 H H OH 0 1.122 CH 2 SOMe CF 2 CF 3 H H OH 0 1.123 CH 2 SO 2 Me CF 2 CF 3 H H OH 0 1.124 CH 2 SO 2 Ph CF 2 CF 3 H H OH 0 Comp. Ri R 2 FU No. 1.125 N(CH 3 ) 2 CF 2 CF 3 H H OH 0 1.126 CH=CH 2 CF 2 CF 3 H H OH 0 1.127 CH 2 CH=CH CF 2 CF 3 H H OH 0 1.128 SO 2 N(CH 3 ) 2 CF 2 CF 3 H H OH 0 1.129 CCH CF 2 CF 3 H H OH 0 1.13 cyclopropyl CF 2 CF 3 H H OH 0 1.131 OPh CF 2 CF 3 H H OH 0 1.132 OCH 3 CF 2 CF 3 H H OH 0 1.133 CO 2 Me CF 2 CF 3 H H OH 0 1.134 OCH 2 CCH CF 2 CF 3 H H OH 0 1.135 2-pyridyl CF 2 CF 3 H H OH 0 1.136 3-pyridyl CF 2 CF 3 H H OH 0 1.137 4-pyridyl CF 2 CF 3 H H OH 0 1.138 H CF 2 CF 3 H H OH 1.139 CI CF 2 CF 3 H H OH 1.14 CHF 2 CF 2 CF 3 H H OH 1.141 ccι 3 CF 2 CF 3 H H OH 1.142 CCIF 2 CF 2 CF 3 H H OH 1.143 CF 3 CF 2 CF 3 H H OH 1.144 CH 3 CF 2 CF 3 H H OH 1.145 CH 2 CH 3 CF 2 CF 3 H H OH 1.146 CH(CH 3 ) 2 CF 2 CF 3 H H OH 1.147 (CH 2 ) 2 CH 3 CF 2 CF 3 H H OH 1.148 C(CH 3 ) 3 CF 2 CF 3 H H OH 1.149 CH 2 F CF 2 CF 3 H H OH 1.15 CH 2 CI CF 2 CF 3 H H OH 1.151 CH 2 OH CF 2 CF 3 H H OH 1.152 CH 2 OCOCH 3 CF 2 CF 3 H H OH 1.153 CH 2 OCOPh CF 2 CF 3 H H OH 1.154 CH 2 OCH 3 CF 2 CF 3 H H OH 1.155 CH 2 OCH 2 CH 3 CF 2 CF 3 H H OH Comp. Ri Rz R 3 R 4 Rs P No. 1.156 CH 2 SMe CF 2 CF 3 H H OH 1.157 CH 2 SOMe CF 2 CF 3 H H OH 1.158 CH 2 SO 2 Me CF 2 CF 3 H H OH 1.159 CH 2 SO 2 Ph CF 2 CF 3 H H OH 1.16 N(CH 3 ) 2 CF 2 CF 3 H H OH 1.161 CH=CH 2 CF 2 CF 3 H H OH 1 .162 CH 2 CH=CH 2 CF 2 CF 3 H H OH 1.163 SO 2 N(CH 3 ) 2 CF 2 CF 3 H H OH 1 .164 CCH CF 2 CF 3 H H OH 1.165 cyclopropyl CF 2 CF 3 H H OH 1.166 OPh CF 2 CF 3 H H OH 1.167 OCH 3 CF 2 CF 3 H H OH 1.168 CO 2 Me CF 2 CF 3 H H OH 1 .169 OCH 2 CCH CF 2 CF 3 H H OH 1.17 2-pyridyi CF 2 CF 3 H H OH 1.171 3-pyridyl CF 2 CF 3 H H OH 1.172 4-pyridyl CF 2 CF 3 H H OH 1.173 H CF 2 CF 2 CF 3 H H OH 0 1.174 CHF 2 CΓ 2 CF 2 CF 3 H H OH 0 1.175 CF 3 CF 2 CF 2 CF 3 H H OH 0 1.176 CH 3 CF 2 CF 2 CF 3 H H OH 0 1 .177 CH 2 CH 3 CF 2 CF 2 CF 3 H H OH 0 1.178 (CH 2 ) 2 CH 3 CF 2 CF 2 CF 3 H H OH 0 1.179 CH 2 CI C F 2 C F 2 C F 3 H H OH 0 1.18 CH 2 OCH 3 CF 2 CF 2 CF 3 H H OH 0 1.181 H CF CF 2 CF 3 H H OH 1.182 CHF 2 C F 2 C F 2 C F 3 H H OH 1.183 CF 3 CF 2 CF 2 CF 3 H H OH 1 .184 CH 3 CF 2 CF 2 CF 3 H H OH 1.185 CH 2 CH 3 CF 2 CF 2 CF 3 H H OH 1 .186 (CH 2 ) 2 CH 3 CF 2 CF 2 CF 3 H H OH 0 Comp. Ri R 2 R 3 R 4 R 5 P No. 1.187 CH 2 CI CF 2 CF 2 CF 3 H H OH 1 1.188 CH 2 OCH 3 CF 2 CF 2 CF 3 H H OH 1 1.189 H CF 2 CI H H OH 0 1.19 CI CF 2 CI H H OH 0 1.191 CHF 2 CF 2 CI H H OH 0 1.192 CCI 3 CF 2 CI H H OH 0 1.193 CCIF 2 CF 2 CI H H OH 0 1.194 CF 3 CF 2 CI H H OH 0 1.195 CH 3 CF 2 CI H H OH 0 1.196 CH 2 CH 3 CF 2 CI H H OH 0 1.197 CH(CH 3 ) 2 CF 2 CI H H OH 0 1.198 (CH 2 ) 2 CH 3 CF 2 CI H H OH 0 1.199 C(CH 3 ) 3 CF 2 CI H H OH 0 1.2 CH 2 F CF 2 CI H H OH 0 1.201 CH 2 CI CF 2 CI H H OH 0 1.202 CH 2 OH CF 2 CI H H OH 0 1.203 CH 2 OCOCH 3 CF 2 CI H H OH 0 1.204 CH 2 OCOPh CF 2 CI H H OH 0 1.205 CH 2 OCH 3 CF 2 CI H H OH 0 1.206 CH 2 OCH 2 CH 3 CF 2 CI H H OH 0 1.207 CH 2 SMe CF 2 CI H H OH 0 1.208 CH 2 SOMe CF 2 CI H H OH 0 1.209 CH 2 SO 2 Me CF 2 CI H H OH 0 1.21 CH 2 SO 2 Ph CF 2 CI H H OH 0 1.211 N(CH 3 ) 2 CF 2 CI H H OH 0 1.212 CH=CH 2 CF 2 CI H H OH 0 1.213 CH 2 CH=CH 2 CF 2 CI H H OH 0 1.214 SO 2 N(CH 3 ) 2 CF 2 CI H H OH 0 1.215 CCH CF 2 CI H H OH 0 1.216 cyclopropyl CF 2 CI H H OH 0 1.217 OPh CF 2 CI H H OH 0 Comp. Ri R 2 FU No. 1.218 OCH 3 CF 2 CI H H OH 0 1.219 CO 2 Me CF 2 CI H H OH 0 1.22 OCH 2 CCH CF 2 CI H H OH 0 1.221 2-pyridyl CF 2 CI H H OH 0 1.222 3-pyridyl CF 2 CI H H OH 0 1.223 4-pyridyl CF 2 CI H H OH 0 1.224 H CF 2 CI H H OH 1.225 CI CF 2 CI H H OH 1.226 CHF 2 CF 2 CI H H OH 1.227 ccι 3 CF 2 CI H H OH 1.228 CCIF 2 CF 2 CI H H OH 1.229 CF 3 CF 2 CI H H OH 1.23 CH 3 CF 2 CI H H OH 1.231 CH 2 CH 3 CF 2 CI H H OH 1.232 CH(CH 3 ) 2 CF 2 CI H H OH 1.233 (CH 2 ) 2 CH 3 CF 2 CI H H OH 1.234 C(CH 3 ) 3 CF 2 CI H H OH 1.235 CH 2 F CF 2 CI H H OH 1.236 CH 2 CI CF 2 CI H H OH 1.237 CH 2 OH CF 2 CI H H OH 1.238 CH 2 OCOCH 3 CF 2 CI H H OH 1.239 CH 2 OCOPh CF 2 CI H H OH 1.24 CH 2 OCH 3 CF 2 CI H H OH 1.241 CH 2 OCH 2 CH 3 CF 2 CI H H OH 1.242 CH 2 SMe CF 2 CI H H OH 1.243 CH 2 SOMe CF 2 CI H H OH 1.244 CH 2 SO 2 Me CF 2 CI H H OH 1.245 CH 2 SO 2 Ph CF 2 CI H H OH 1.246 N(CH 3 ) 2 CF 2 CI H H OH 1.247 CH=CH 2 CF 2 CI H H OH 1.248 CH 2 CH=CH 2 CF 2 CI H H OH Comp. Ri R 2 FU R. No. 1.249 SO 2 N(CH 3 ) 2 CF 2 CI H H OH 1.25 CCH CF 2 CI H H OH 1.251 cyclopropyl CF 2 CI H H OH 1.252 OPh CF 2 CI H H OH 1.253 OCH 3 CF 2 CI H H OH 1.254 CO 2 Me CF 2 CI H H OH 1.255 OCH 2 CCH CF 2 CI H H OH 1.256 H CCI 3 H H OH 0 1.257 CI CCI 3 H H OH 0 1.258 CH 3 ccι 3 H H OH 0 1.259 CH 2 CH 3 CCI 3 H H OH 0 1.26 CH(CH 3 ) 2 ccι 3 H H OH 0 1.261 (CH 2 ) 2 CH 3 ccι 3 H H OH 0 1.262 CH 2 F ccι 3 H H OH 0 1.263 CH 2 CI ccι 3 H H OH 0 1.264 CH 2 OH ccι 3 H H OH 0 1.265 CH 2 OCOCH 3 ccι 3 H H OH 0 1.266 CH 2 OCOPh ccι 3 H H OH 0 1.267 CH 2 OCH 3 CCI 3 H H OH 0 1.268 CH 2 OCH 2 CH 3 CCI3 H H OH 0 1.269 CH 2 SMe ccι 3 H H OH 0 1.27 CH 2 SOMe ccι 3 H H OH 0 1.271 CH 2 SO 2 Me ccι 3 H H OH 0 1.272 CH 2 SO 2 Ph ccι 3 H H OH 0 1.273 cyclopropyl CCI3 H H OH 0 1.274 OPh ccι 3 H H OH 0 1.276 CO 2 Me ccι 3 H H OH 0 1.277 OCH 2 CCH CCI3 H H OH 0 1.278 H ccι 3 H H OH 1 1.279 CI ccι 3 H H OH 1 Comp. Ri R 2 FU No. 1.28 CH 3 CCI 3 H H OH 1.281 CH 2 CH 3 CCI 3 H H OH 1.282 CH(CH 3 ) 2 CCI 3 H H OH 1.283 (CH 2 ) 2 CH 3 CCI 3 H H OH 1.284 CH 2 F CCI 3 H H OH 1.285 CH 2 CI CCI 3 H H OH 1.286 CH 2 OH CCI 3 H H OH 1.287 CH 2 OCOCH 3 ccι 3 H H OH 1.288 CH 2 OCOPh ccι 3 H H OH 1.289 CH 2 OCH 3 ccι 3 H H OH 1.29 CH 2 OCH 2 CH 3 ccι 3 H H OH 1.291 CH 2 SMe ccι 3 H H OH 1.292 CH 2 SOMe ccι 3 H H OH 1.293 CH 2 SO 2 Me ccι 3 H H OH 1.294 CH 2 SO 2 Ph ccι 3 H H OH 1.295 cyclopropyl ccι 3 H H OH 1.296 OPh ccι 3 H H OH 1.3 CF 3 CHF 2 H H OH 0 1.301 CH 3 CHF 2 H H OH 0 1.302 CH 2 OCH 3 CHF 2 H H OH 0 1.303 CH 2 CI CHF 2 H H OH 0 1.304 CH 2 F CHF 2 H H OH 0 1.305 CF 3 CHF 2 H H OH 1.306 CH 3 CHF 2 H H OH 1.307 CH 2 OCH 3 CHF 2 H H OH 1.308 CH 2 CI CHF 2 H H OH 1.309 CH 2 F CHF 2 H H OH 1.31 CH 3 CF 3 H CH 3 OH 0 ϋomp. πι r-i 2 n 3 r-u r»5 μ No. 1.311 CH 3 CF 3 H CH 3 OH 1 1.312 CI CF 3 H CH 3 OH 0 1.313 CH 3 CF 3 CH 3 H OH 0 1.314 CH 3 CF 3 Ph H OH 0 1.315 CH 3 CF 3 CI H OH 0 1.316 CH 3 CF 3 CO 2 CH 2 CH 3 H OH 0 1.317 CH 3 CF 3 CO 2 CH 2 Ph H OH 0 1.318 CH 3 CF 3 CH 3 H OH 1.319 CH 3 CF 3 Ph H OH 1.32 CH 3 CF 3 CI H OH 1.321 CH 3 CF 3 CO 2 CH 2 CH 3 H OH 1.322 CH 3 CF 3 CO 2 CH 2 Ph H OH 1.323 OCH 3 CF 3 CH 3 H OH 0 1.324 CH 2 OCH 3 CF 3 CH 3 H OH 0 1.325 CH 2 OCH 3 CF 3 Ph H OH 0 1.326 CH 2 OCH 3 CF 3 CI H OH 0 1.327 CH 2 OCH 3 CF 3 CO 2 CH 2 CH 3 H OH 0 1.328 CH 2 OCH 3 CF 3 CO 2 CH 2 Ph H OH 0 1.329 CH 2 OCH 3 CF 3 CH 3 H OH 1.33 CH 2 OCH 3 CF 3 Ph H OH 1.331 CH 2 OCH 3 CF 3 CI H OH 1.332 CH 2 OCH 3 CF 3 CO 2 CH 2 CH 3 H OH 1.333 CH 2 OCH 3 CF 3 CO 2 CH 2 Ph H OH 1.334 COOCH 3 H H H OH 0 1.335 CF 3 SCH 3 H H OH 0 1.336 CH 3 SCH 3 H H OH 0 1.337 CF 3 SOCH 3 H H OH 0 1.338 CH 3 SOCH 3 H H OH 0 1.339 CF 3 SO 2 CH 3 H H OH 0 1.34 CH 3 SO 2 CH 3 H H OH 0 1.341 CF 3 SCH 2 CH 3 H H OH 0 Comp. Ri R 2 R3 FU R 5 P No. 1.342 CH 3 SCH 2 CH 3 H H OH 0 1.343 CF 3 SOCH 2 CH 3 H H OH 0 1.344 CH 3 SOCH 2 CH 3 H H OH 0 1.345 CF 3 SO 2 CH 2 CH 3 H H OH 0 1.346 CH 3 SO 2 CH 2 CH 3 H H OH 0 1.347 CF 3 OCH 3 H H OH 0 1.349 CF 3 OCH 2 CF 3 H H OH 0 1.35 CH 3 OCH 2 CF 3 H H OH 0 1.351 CF 3 OCH 2 CCH H H OH 0 1.352 CH 3 OCH 2 CCH H H OH 0 1.353 CF 3 CN H H OH 0 1.354 CH 3 CN H H OH 0 1.355 CF 3 CI H H OH 0 1.356 CF 3 CI H H O-NEt 3 + 0 1.357 CH 3 CI H H OH 0 1.358 H CI H H OH 0 1.359 CF 3 OCH 3 H H OH 0 1.36 CH 3 OCH 3 H H OH 0 1.361 CF 3 CH 3 H H OH 0 1.362 H CF 3 H CH 3 OH 0 1.363 H CF 3 H CF 3 OH 0 1.364 H CF 3 H CH 2 CH 3 OH 0 1.365 H CF 3 H CF 3 OH 0 1.366 H CF 3 H SCH 3 OH 0 1.367 H CF 3 H SOCH 3 OH 0 1.368 H CF 3 H SO 2 CH 3 OH 0 1.369 H CF 3 H CI OH 0 1.37 H CF 3 H OCH 3 OH 0 1.371 H CH 3 H CF 3 OH 0 1.372 H CI H CF 3 OH 0 rf LL LL LL O O O x x x x x x x x x x x x x x x x x x x x x x x x x x x x O 00 x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x X X o X o LL LL LL LL LL LL LL LL LL LL LL LL LL LL LL LL LL LL LL LL LL LL LL O oCO o O O O O O O O O O O O O O O O O O O O O O O O O O O O O CO X X X xo xo xo xo ox xo xo xo xo xo xo xo xo xo xo xo xo ox xo xo xo xo ox xo xo ox xo ox CO o '* Comp. Ri R 2 R 3 Fu No. 1.404 CH 3 CF 3 H H OCOCH 2 CH 3 0 1.405 CH 3 CF 3 H H OCOCH=CH 2 0 1.406 CH 3 CF 3 H H OCOCH=CHCH 3 0 1.407 CH 3 CF 3 H H O(CO)SCH 3 0 1.408 CH 3 CF 3 H H O(CO)S(CH 2 ) 7 CH 3 0 1.409 CH 3 CF 3 H H O(CO)OCH 2 CH 3 0 1.41 CH 3 CF 3 H H O(CO)N(CH 2 CH 3 ) 2 0 1.411 CH 3 (CF 2 ) 3 CF 3 H H OH 0 1.412 CH 3 CF 3 H H S-(4-CI-phenyl) 0 1.413 CH 3 CF 3 H H SO-(4-CI-phenyl) 0 1.414 CH 3 CF 3 H H SO 2 -(4-CI-phenyi) 0 1.415 CH 3 CF 3 H H S-(4-CF 3 -phenyl) 0 1.416 CH 3 CF 3 H H SO-(4-CF 3 -phenyl) 0 1.417 CH 3 CF 3 H H SO 2 -(4-CF 3 -phenyl) 0 1.418 CH 3 CF 3 H H S-(4-NO 2 -phenyl) 0 1.419 CH 3 CF 3 H H SO-(4-NO 2 -phenyl) 0 1.42 CH 3 CF 3 H H SO 2 -(4-NO 2 -phenyl) 0 1.422 CH 3 CF 3 H H H 0 1.425 CF 2 H SCH 3 H H OH 0 1.426 CF 2 CI SCH 3 H H OH 0 1.427 CF 2 H SOCH 3 H H OH 0 1.428 CF 2 CI SOCH 3 H H OH 0 1.429 CF 2 H SO 2 CH 3 H H OH 0 1.43 CF 2 CI SO 2 CH 3 H H OH 0 Comp. Ri R 2 R 3 R 4 R 5 P No. 1.431 CF 2 H SCH 2 CH 3 H H OH 0 1.432 CF 2 CI SCH 2 CH 3 H H OH 0 1.433 CF 2 H SOCH 2 CH 3 H H OH 0 1.434 CF 2 CI SOCH 2 CH 3 H H OH 0 1.435 CF 2 H SO 2 CH 2 CH 3 H H OH 0 1.436 CF 2 CI SO 2 CH 2 CH 3 H H OH 0 1.437 CF 2 H OCH 3 H H OH 0 1.438 CF 2 CI OCH 3 H H OH 0 1.439 CF 2 H OCH 2 CF 3 H H OH 0 1.44 CF 2 CI OCH 2 CF 3 H H OH 0 1.441 CF 2 H OCHjCCH H H OH 0 1.442 CF 2 CI OCH 2 CCH H H OH 0 1.443 CF 2 H CN H H OH 0 1.444 CF 2 CI CN H H OH 0 1.445 CF 2 H CI H H OH 0 1.446 CF 2 CI CI H H OH 0 1.447 CF 2 H OCH 3 H H OH 0 1.448 CF 2 CI OCH 3 H H OH 0 1.449 CF 3 CH 2 OCH 3 H H OH 0 1.45 CF 3 CH 2 OCH 3 H H OH 1 1.451 CF 2 CI CH 2 OCH 3 H H OH 0 1.452 CF 2 CI CH 2 OCH 3 H H OH 1 1.453 CF 2 H CH 2 OCH 3 H H OH 0 1.454 CF 2 H CH 2 OCH 3 H H OH 1 1.455 CN CF 3 H H OH 0 Table 2: rf x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x o o o LL oLL oLL LoL LoL LoL LoL o LoL LoL oLL o LoL LoL o o o o LoL LoL LoL o o o X SZ X X CD CD SZ X o Q. X o o a> LL L X T o LL o X Έ Έ a. CC x LL m X o LJ 00 O O O o o O X CO O o o o o LL X o o Z o_ X o o o X X X o X O O o O o CO CO o T X o o o X X o o o o X X o X o X X X X o o o o X o o o o SO V) o © z i- w t m CO 00 en _ T- o o o o o o o CM CO in CD 1^- 00 CJ) r— CM CO •* in co CM o £X o o o o o o CM CM CM CM CM o o o ° o o 9 r o~ O O O O o o o ε CM CM CM CM CM CM CM CM CM CM CM CM CM CM CM CM CM CM CM CM CM CM CM CM CM CM O r-- © ' — H υ of x x x x x x x x x x x x x x x x x o o x x x x x x x x tr x x x x x x x x x x x x x x x x x x x x x x x x x x x x CO LL LL LL LL O O O O LL LL LL LL LL LL LL LL LL LL LL LL LL LL LL LL LL LL o o o o o o o o o o o o o o o o o o LL LL o X X X X LL LL LL LL O O O O O O O O o CO CO CO CO CO CO co CO CO CO CO co CO co co co co co co CO CO CO o o o o o o o o o b b b co co co b b b b O o o O o o r b o 3 o o co ro ro ro ro , o 2 π o o o o o o xs -P.. CO ro -* ^ O 00 ^1 en en co ro -•■ CO 00 ^l en en 4^. o CO ro Z o O O O O O O O O O O O O O O O O O O O O O O O O O -π τι -π -π τι -n τι -π -π τι Tt • π -τι ι -n ΎI JJ x x x x x x x x x x x x x x x x x x x x x x x x JJ x x x x x x x x x x x x x x x x x x x x x x x x ? Comp. No. Ri R 2 R 3 FU 3.026 CH 2 SO 2 Ph CF 3 H H 3.027 SCH 2 Ph CF 3 H H 3.028 SOCH 2 Ph CF 3 H H 3.029 SO 2 CH 2 Ph CF 3 H H 3.03 SCH 3 CF 3 H H 3.031 SOCH 3 CF 3 H H 3.032 SO 2 CH 3 CF 3 H H 3.033 N(CH 3 ) 2 CF 3 H H 3.034 CH=CH 2 CF 3 H H 3.035 CH 2 CH=CH 2 CF 3 H H 3.036 SO 2 N(CH 3 ) 2 CF 3 H H 3.037 CCH CF 3 H H 3.038 OCH 3 CF 3 H H 3.039 OPh CF 3 H H 3.04 OCHF 2 CF 3 H H 3.041 CO 2 Me CF 3 H H 3.042 OCH 2 CCH CF 3 H H 3.043 OCH 2 CF 3 CF 3 H H 3.044 H CF 3 H H 3.045 CN CF 3 H H 3.046 H CHF 2 H H 3.047 CH 3 CHF 2 H H 3.048 CH 2 CH 3 CHF 2 H H 3.049 CH 2 OCH 3 CHF 2 H H 3.05 H CF 2 CI H H 3.051 CH 3 CF 2 CI H H 3.052 CH 2 CH 3 CF 2 CI H H 3.053 CH 2 OCH 3 CF 2 CI H H 3.054 CI CH 3 H H 3.055 CN SCH 3 H H 3.056 CN SO 2 CH 3 H H Table 4: Comp. Ri R 2 R 3 FU R 5 P No. 4.001 H CF 3 H H OH 0 4.002 F CF 3 H H OH 0 4.003 CI CF 3 H H OH 0 4.004 Br CF 3 H H OH 0 4.005 CHF 2 CF 3 H H OH 0 4.006 CCI 3 CF 3 H H OH 0 4.007 CCIF 2 CF 3 H H OH 0 4.008 CF 3 CF 3 H H OH 0 4.009 CH 3 CF 3 H H OH 0 4.01 CH 2 CH 3 CF 3 H H OH 0 4.011 CH(CH 3 ) 2 CF 3 H H OH 0 4.012 (CH 2 ) 2 CH 3 CF 3 H H OH 0 4.013 C(CH 3 ) 3 CF 3 H H OH 0 4.014 Ph CF 3 H H OH 0 4.015 CH 2 F CF 3 H H OH 0 4.016 CH 2 CI CF 3 H H OH 0 4.017 CH 2 Br CF 3 H H OH 0 4.018 CH 2 OH CF 3 H H OH 0 4.019 CH 2 OCOCH 3 CF 3 H H OH 0 4.02 CH 2 OCOPh CF 3 H H OH 0 4.021 CH 2 OCH 3 CF 3 H H OH 0 4.022 CH OCH 2 CH 3 CF 3 H H OH 0 4.023 CH 2 CH 2 OCH 3 CF 3 H H OH 0 Comp. Ri R 2 FU No. 4.024 CH 2 SMe CF 3 H H OH 0 4.025 CH 2 SOMe CF 3 H H OH 0 4.026 CH 2 SO 2 Me CF 3 H H OH 0 4.027 CH 2 SO 2 Ph CF 3 H H OH 0 4.028 N(CH 3 ) 2 CF 3 H H OH 0 4.029 CH=CH 2 CF 3 H H OH 0 4.03 CH 2 CH=CH 2 CF 3 H H OH 0 4.031 SO 2 N(CH 3 ) 2 CF 3 H H OH 0 4.032 CCH CF 3 H H OH 0 4.033 cyclopropyl CF 3 H H OH 0 4.034 OCH 3 CF 3 H H OH 0 4.035 OPh CF 3 H H OH 0 4.036 OCHF 2 CF 3 H H OH 0 4.037 CO 2 Me CF 3 H H OH 0 4.038 OCH 2 CCH CF 3 H H OH 0 4.039 H CF 3 H H OH 4.04 F CF 3 H H OH 4.041 CI CF 3 H H OH 4.042 Br CF 3 H H OH 4.043 CHF 2 CF 3 H H OH 4.044 ccι 3 CF 3 H H OH 4.045 CCIF 2 CF 3 H H OH 4.046 CF 3 CF 3 H H OH 4.047 CH 3 CF 3 H H OH 4.048 CH 2 CH 3 CF 3 H H OH 4.049 CH(CH 3 ) 2 CF 3 H H OH 4.05 (CH 2 ) 2 CH 3 CF 3 H H OH 4.051 C(CH 3 ) 3 CF 3 H H OH 4.052 Ph CF 3 H H OH 4.053 CH 2 F CF 3 H H OH 4.054 CH 2 CI CF 3 H H OH Comp. Ri R 2 No. 4.055 CH 2 Br CF 3 H H OH 4.056 CH 2 OH CF 3 H H OH 4.057 CH 2 OCOCH 3 CF 3 H H OH 4.058 CH 2 OCOPh CF 3 H H OH 4.059 CH 2 OCH 3 CF 3 H H OH 4.06 CH 2 OCH 2 CH 3 CF 3 H H OH 4.061 CH 2 CH 2 OCH 3 CF 3 H H OH 4.062 CH 2 SMe CF 3 H H OH 4.063 CH 2 SOMe CF 3 H H OH 4.064 CH 2 SO 2 Me CF 3 H H OH 4.065 CH 2 SO 2 Ph CF 3 H H OH 4.066 N(CH 3 ) 2 CF 3 H H OH 4.067 CH=CH 2 CF 3 H H OH 4.068 CH 2 CH=CH 2 CF 3 H H OH 4.069 SO 2 N(CH 3 ) 2 CF 3 H H OH 4.07 CCH CF 3 H H OH 4.071 cyclopropyl CF 3 H H OH 4.072 OCH 3 CF 3 H H OH 4.073 OPh CF 3 H H OH 4.074 OCHF 2 CF 3 H H OH 4.075 CO 2 Me CF 3 H H OH 4.076 2-furyl CF 3 H H OH 4.077 OCH 2 CCH CF 3 H H OH 4.078 H CF 2 CF 3 H H OH 0 4.079 CI CF 2 CF 3 H H OH 0 4.08 CHF 2 CF 2 CF 3 H H OH 0 4.081 CCI 3 CF 2 CF 3 H H OH 0 4.082 CCIF 2 CF 2 CF 3 H H OH 0 4.083 CF 3 CF 2 CF 3 H H OH 0 4.084 CH 3 CF 2 CF 3 H H OH 0 4.085 CH 2 CH 3 CF 2 CF 3 H H OH 0 Comp. Ri R 2 R 3 FU Rs P No. 4.086 CH(CH 3 ) 2 CF 2 CF 3 H H OH 0 4.087 (CH 2 ) 2 CH 3 CF 2 CF 3 H H OH 0 4.088 C(CH 3 ) 3 CF 2 CF 3 H H OH 0 4.089 CH 2 F CF 2 CF 3 H H OH 0 4.09 CH 2 CI CF 2 CF 3 H H OH 0 4.091 CH 2 OH CF 2 CF 3 H H OH 0 4.092 CH 2 OCOCH 3 CF 2 CF 3 H H OH 0 4.093 CH 2 OCOPh CF 2 CF 3 H H OH 0 4.094 CH 2 OCH 3 CF 2 CF 3 H H OH 0 4.095 CH 2 OCH 2 CH 3 CF 2 CF 3 H H OH 0 4.096 CH 2 SMe CF 2 CF 3 H H OH 0 4.097 CH 2 SOMe CF 2 CF 3 H H OH 0 4.098 CH 2 SO 2 Me CF 2 CF 3 H H OH 0 4.099 CH 2 SO 2 Ph CF 2 CF 3 H H OH 0 4.1 N(CH 3 ) 2 CF 2 CF 3 H H OH 0 4.101 CH=CH 2 CF 2 CF 3 H H OH 0 4.102 CH 2 CH=CH 2 CF 2 CF 3 H H OH 0 4.103 SO 2 N(CH 3 ) 2 CF 2 CF 3 H H OH 0 4.104 CCH CF 2 CF 3 H H OH 0 4.105 cyclopropyl CF 2 CF 3 H H OH 0 4.106 OPh CF 2 CF 3 H H OH 0 4.107 OCH 3 CF 2 CF 3 H H OH 0 4.108 CO 2 Me CF 2 CF 3 H H OH 0 4.109 OCH 2 CCH CF 2 CF 3 H H OH 0 4.11 H CF 2 CF 2 CF 3 H H OH 0 4.111 CHF 2 CF 2 CF 2 CF 3 H H OH 0 4.112 CF 3 CF 2 CF 2 CF 3 H H OH 0 4.113 CH 3 CF 2 CF 2 CF 3 H H OH 0 4.114 CH 2 CH 3 CF 2 CF 2 CF 3 H H OH 0 4.115 (CH 2 ) 2 CH 3 CF 2 CF 2 CF 3 H H OH 0 4.116 CH 2 CI CF 2 CF 2 CF 3 H H OH 0 Comp. Ri R 2 R 3 FU R 5 P No. 4.117 CH 2 OCH 3 CF 2 CF 2 CF 3 H H OH 0 4.118 H CF 2 CI H H OH 0 4.119 CI CF 2 CI H H OH 0 4.12 CHF 2 CF 2 CI H H OH 0 4.121 CCI 3 CF 2 CI H H OH 0 4.122 CCIF 2 CF 2 CI H H OH 0 4.123 CF 3 CF 2 CI H H OH 0 4.124 CH 3 CF 2 CI H H OH 0 4.125 CH 2 CH 3 CF 2 CI H H OH 0 4.126 CH(CH 3 ) 2 CF 2 CI H H OH 0 4.127 (CH 2 ) 2 CH 3 CF 2 CI H H OH 0 4.128 C(CH 3 ) 3 CF 2 CI H H OH 0 4.129 CH 2 F CF 2 CI H H OH 0 4.13 CH 2 CI CF 2 CI H H OH 0 4.131 CH 2 OH CF 2 CI H H OH 0 4.132 CH 2 OCOCH 3 CF 2 CI H H OH 0 4.133 CH 2 OCOPh CF 2 CI H H OH 0 4.134 CH 2 OCH 3 CF 2 CI H H OH 0 4.135 CH 2 OCH 2 CH 3 CF 2 CI H H OH 0 4.136 CH 2 SMe CF 2 CI H H OH 0 4.137 CH 2 SOMe CF 2 CI H H OH 0 4.138 CH 2 SO 2 Me CF 2 CI H H OH 0 4.139 CH 2 SO 2 Ph CF 2 CI H H OH 0 4.14 N(CH 3 ) 2 CF 2 CI H H OH 0 4.141 CH=CH 2 CF 2 CI H H OH 0 4.142 CH 2 CH=CH 2 CF 2 CI H H OH 0 4.143 SO 2 N(CH 3 ) 2 CF 2 CI H H OH 0 4.144 CCH CF 2 CI H H OH 0 4.145 cyclopropyl CF 2 CI H H OH 0 4.146 OPh CF 2 CI H H OH 0 4.147 OCH 3 CF 2 CI H H OH 0 Comp. Ri R 2 FU No. 4.148 CO 2 Me CF 2 CI H H OH 0 4.149 OCH 2 CCH CF 2 C1 H H OH 0 4.15 CH 3 CF 2 CI H H OH 1 4.151 CH 2 OCH 3 CF 2 CI H H OH 1 4.152 H ccι 3 H H OH 0 4.153 CI ccι 3 H H OH 0 4.154 CH 3 ccι 3 H H OH 0 4.155 CH 2 CH 3 ccι 3 H H OH 0 4.156 CH(CH 3 ) 2 ccι 3 H H OH 0 4.157 (CH 2 ) 2 CH 3 ccι 3 H H OH 0 4.158 CH 2 F ccι 3 H H OH 0 4.159 CH 2 CI ccι 3 H H OH 0 4.16 CH 2 OH ccι 3 H H OH 0 4.161 CH 2 OCOCH 3 ccι 3 H H OH 0 4.162 CH 2 OCOPh ccι 3 H H OH 0 4.163 CH 2 OCH 3 ccι 3 H H OH 0 4.164 CH 2 OCH 2 CH 3 ccι 3 H H OH 0 4.165 CH 2 SMe ccι 3 H H OH 0 4.166 CH 2 SOMe ccι 3 H H OH 0 4.167 CH 2 SO 2 Me ccι 3 H H OH 0 4.168 CH 2 SO 2 Ph ccι 3 H H OH 0 4.169 cyclopropyl ccι 3 H H OH 0 4.17 OPh ccι 3 H H OH 0 4.171 OCH 3 ccι 3 H H OH 0 4.172 CO 2 Me ccι 3 H H OH 0 4.173 OCH 2 CCH ccι 3 H H OH 0 4.174 CF 3 CHF 2 H H OH 0 4.175 CH 3 CHF 2 H H OH 0 4.176 CH 2 OCH 3 CHF 2 H H OH 0 4.177 CH 2 CI CHF 2 H H OH 0 4.178 CH 2 F CHF 2 H H OH 0 Comp. Ri R 2 R 3 R 4 R 5 No. 4.179 CF 3 CHF 2 H H OH 4.18 CH 3 CHF 2 H H OH 4.181 CH 2 OCH 3 CHF 2 H H OH 4.182 CH 2 CI CHF 2 H H OH 4.183 CH 2 F CHF 2 H H OH 4.184 CH 3 CF 3 H CH 3 OH 0 4.185 CH 3 CF 3 H CH 3 OH 1 4.186 CI CF 3 H CH 3 OH 0 4.187 CH 3 CF 3 CH 3 H OH 0 4.188 CH 3 CF 3 Ph H OH 0 4.189 CH 3 CF 3 CI H OH 0 4.19 CH 3 CF 3 CO 2 CH 2 CH 3 H OH 0 4.191 CH 3 CF 3 CO 2 CH 2 Ph H OH 0 4.192 CH 3 CF 3 CH 3 H OH 4.193 CH 3 CF 3 Ph H OH 4.194 CH 3 CF 3 CI H OH 4.195 CH 3 CF 3 CO 2 CH 2 CH 3 H OH 4.196 CH 3 CF 3 CO 2 CH 2 Ph H OH 4.197 OCH 3 CF 3 CH 3 H OH 0 4.198 CH 2 OCH 3 CF 3 CH 3 H OH 0 4.199 CH 2 OCH 3 CF 3 Ph H OH 0 4.2 CH 2 OCH 3 CF 3 CI H OH 0 4.201 CH 2 OCH 3 CF 3 C0 2 CH 2 CH 3 H OH 0 4.202 CH 2 OCH 3 CF 3 CO 2 CH 2 Ph H OH 0 4.203 CH 2 OCH 3 CF 3 CH 3 H OH 4.204 CH 2 OCH 3 CF 3 Ph H OH 4.205 CH 2 OCH 3 CF 3 CI H OH 4.206 CH 2 OCH 3 CF 3 CO 2 CH 2 CH 3 H OH 4.207 CH 2 OCH 3 CF 3 CO 2 CH 2 Ph H OH 4.208 COOCH 3 H H H OH 0 4.209 CF 3 SCH 3 H H OH 0 Comp. Ri R 2 R 3 FU Rs P No. 4.21 CH 3 SCH 3 H H OH 0 4.211 CF 3 SOCH 3 H H OH 0 4.212 CH 3 SOCH 3 H H OH 0 4.213 CF 3 SO 2 CH 3 H H OH 0 4.214 CH 3 SO 2 CH 3 H H OH 0 4.215 CF 3 SCH 2 CH 3 H H OH 0 4.216 CH 3 SCH CH 3 H H OH 0 4.217 CF 3 SOCH 2 CH 3 H H OH 0 4.218 CH 3 SOCH 2 CH 3 H H OH 0 4.219 CF 3 SO 2 CH 2 CH 3 H H OH 0 4.22 CH 3 SO 2 CH 2 CH 3 H H OH 0 4.221 CF 3 OCH 3 H H OH 0 4.222 CH 3 OCH 3 H H OH 0 4.223 CF 3 OCH 2 CF 3 H H OH 0 4.224 CH 3 OCH 2 CF 3 H H OH 0 4.225 CF 3 OCH 2 CCH H H OH 0 4.226 CH 3 OCH 2 CCH H H OH 0 4.227 CF 3 CN H H OH 0 4.228 CH 3 CN H H OH 0 4.229 CF 3 CI H H OH 0 4.23 CH 3 CI H H OH 0 4.231 H CI H H OH 0 4.232 CF 3 OCH 3 H H OH 0 4.233 CH 3 OCH 3 H H OH 0 4.234 CF 3 CH 3 H H OH 0 4.235 H CF 3 H CH 3 OH 0 4.236 H CF 3 H CF 3 OH 0 4.237 H CF 3 H CH 2 CH 3 OH 0 4.238 H CF 3 H CF 3 OH 0 4.239 H CF 3 H SCH 3 OH 0 4.24 H CF 3 H SOCH 3 OH 0 Comp. Ri R 2 FU No. 4.241 H CF 3 H SO 2 CH 3 OH 0 4.242 H CF 3 H CI OH 0 4.243 H CF 3 H OCH 3 OH 0 4.244 H CH 3 H CF 3 OH 0 4.245 H CI H CF 3 OH 0 4.246 H OCH 3 H CF 3 OH 0 4.247 H SCH 3 H CF 3 OH 0 4.248 H SOCH 3 H CF 3 OH 0 4.249 CH 3 CF 3 H H S(CH 2 ) 7 CH 3 0 4.25 CH 3 CF 3 H H S(CH 2 ) 7 CH 3 0 4.251 CH 3 CF 3 H H SO(CH 2 ) 7 CH 3 0 4.252 CH 3 CF 3 H H SO 2 (CH 2 ) 7 CH 3 0 4.253 CH 3 CF 3 H H SPh 0 4.254 CH 3 CF 3 H H SOPh 0 4.255 CH 3 CF 3 H H SO 2 Ph 0 4.256 CH 3 CF 3 H H NOCH 3 0 4.257 CH 3 CF 3 H H NOCH 2 Ph 0 4.258 CH 3 CF 3 H H NOCH 2 CH=CH 2 0 4.259 CH 3 CF 3 H H NOC(CH 3 ) 3 0 4.26 CH 3 CF 3 H H NOCH 2 CH 3 0 4.261 CH 3 CF 3 H H NCH 2 CH 2 SH 0 4.262 CH 3 CF 3 H H NN(CH 3 ) 2 0 4.263 CH 3 CF 3 H H NN(CH 3 )C(S)NH 2 0 4.264 CH 3 CF 3 H H N-morpholino 0 4.265 CH 3 CF 3 H H NHCOCH 3 0 4.266 CH 3 CF 3 H H NHCO(CH 2 ) 7 CH 3 0 4.267 CH 3 CF 3 H H NHCOPh 0 4.268 CH 3 CF 3 H H NHSO 2 CH 3 0 4.269 CH 3 CF 3 H H NH(CO)S(CH 2 ) 7 CH 3 0 4.27 CH 3 CF 3 H H CI 0 4.271 CH 3 CF 3 H H NH 2 0 Comp. Ri R 2 R3 FU No. 4.272 CH 3 CF 3 H H OCOC(CH 3 ) 3 0 4.273 CH 3 CF 3 H H OCOCH 3 0 4.274 CH 3 CF 3 H H OCOPh 0 4.275 CH 3 CF 3 H H OCO-cyclopropyl 0 4.276 CH 3 CF 3 H H OCOCH 2 CH 3 0 4.277 CH 3 CF 3 H H OCOCH=CH 2 0 4.278 CH 3 CF 3 H H OCOCH=CHCH 3 0 4.279 CH 3 CF 3 H H O(CO)SCH 3 0 4.28 CH 3 CF 3 H H O(CO)S(CH 2 ) 7 CH 3 0 4.281 CH 3 CF 3 H H O(CO)OCH 2 CH 3 0 4.282 CH 3 CF 3 H H O(CO)N(CH 2 CH 3 ) 2 0 4.283 CH 3 (CF 2 ) 3 CF 3 H H OH 0 4.284 CH 3 CF 3 H H S-(4-CI-phenyl) 0 4.285 CH 3 CF 3 H H SO-(4-CI-phenyl) 0 4.286 CH 3 CF 3 H H SO 2 -(4-CI-phenyl) 0 4.287 CH 3 CF 3 H H S-(4-CF 3 -phenyl) 0 4.288 CH 3 CF 3 H H SO-(4-CF 3 -phenyl) 0 4.289 CH 3 CF 3 H H SO 2 -(4-CF 3 -phenyl) 0 4.29 CH 3 CF 3 H H S-(4-NO 2 -phenyl) 0 4.291 CH 3 CF 3 H H SO-(4-NO 2 -phenyl) 0 4.292 CH 3 CF 3 H H SO 2 -(4-NO 2 -phenyl) 0 4.293 CH 3 CF 3 H H 0> 0 4.294 CH 3 CF 3 H H 0 s > 4.297 CF 2 H SCH 3 H H OH 0 o o o o o o o O O O O O O O O O O O O O O O O T- O T- O T- O O x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O rr x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x en x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x X « O « X .« O X X - 7 x Uo- LϋL oL L LO L O OCO CO rf in CO r- 00 CM CM CM CM CM CM CO CO CO CO CO CO rf rf rf Table 5 Comp. No. Ri R 4 5.001 H CF 3 H H CH 3 5.002 F CF 3 H H CH 3 5.003 CI CF 3 H H CH 3 5.004 CHF 2 CF 3 H H CH 3 5.005 CCI 3 CF 3 H H CH 3 5.006 CCIF 2 CF 3 H H CH 3 5.007 CF 3 CF 3 H H CH 3 5.008 CH 3 CF 3 H H CH 3 5.009 CH 2 CH 3 CF 3 H H CH 3 5.01 CH(CH 3 ) 2 CF 3 H H CH 3 5.011 (CH 2 ) 2 CH 3 CF 3 H H CH 3 5.012 CH 2 F CF 3 H H CH 3 5.013 CH 2 CI CF 3 H H CH 3 5.014 CH 2 Br CF 3 H H CH 3 5.015 CH 2 OCOCH 3 CF 3 H H CH 3 5.016 CH 2 OCH 3 CF 3 H H CH 3 5.017 CH 2 CH 2 OCH 3 CF 3 H H CH 3 5.018 CH 2 SMe CF 3 H H CH 3 5.019 CH 2 SOMe CF 3 H H CH 3 5.02 CH 2 SO 2 Me CF 3 H H CH 3 5.021 N(CH 3 ) 2 CF 3 H H CH 3 5.022 CH=CH 2 CF 3 H H CH 3 5.023 CH 2 CH=CH 2 CF 3 H H CH 3 5.024 SO 2 N(CH 3 ) 2 CF 3 H H CH 3 Comp. No. Ri R 2 R3 R 4 R 5 5.025 CCH CF 3 H H CH 3 5.026 cyclopropyl CF 3 H H CH 3 5.027 OCH 3 CF 3 H H CH 3 5.028 OPh CF 3 H H CH 3 5.029 OCHF 2 CF 3 H H CH 3 5.03 CO 2 Me CF 3 H H CH 3 5.031 OCH 2 CCH CF 3 H H CH 3 5.032 CF 3 SCH 3 H H CH 3 5.033 CH 3 SCH 3 H H CH 3 5.034 CF 3 SOCH 3 H H CH 3 5.035 CH 3 SOCH 3 H H CH 3 5.036 CF 3 SO 2 CH 3 H H CH 3 5.037 CH 3 SO 2 CH 3 H H CH 3 5.038 CF 3 OCH 3 H H CH 3 5.039 CH 3 OCH 3 H H CH 3 5.04 CF 3 OCH 2 CF 3 H H CH 3 5.041 CH 3 OCH 2 CF 3 H H CH 3 5.042 CF 3 OCH 2 CCH H H CH 3 5.043 CH 3 OCH 2 CCH H H CH 3 5.044 CF 3 CN H H CH 3 5.045 CH 3 CN H H CH 3 5.046 CF 3 CI H H CH 3 5.047 CH 3 CI H H CH 3 5.048 H CI H H CH 3 5.049 CF 3 OCH 3 H H CH 3 5.05 CH 3 OCH 3 H H CH 3 5.051 CF 3 CH 3 H H CH 3 5.052 H CF 3 H CH 3 CH 3 5.053 H CF 3 H CF 3 CH 3 5.054 H CF 3 H CH 2 CH 3 CH 3 5.055 H CF 3 H CF 3 CH 3 5.056 H CF 3 H SCH 3 CH 3 en en en en en o o en en en en en en en en en en rn cn en en en en en c e en rn en en en o o o o o o o b b b o 3 00 o 00 00 b o o o o O -J -s| -l ~M -M b b b b b b b en v| 0) 0) 0 0) 0) 0) 0) 0) O) b o o 00 00 o CO ro 00 CO 00 en en CO ro - (o oo vi oi w ^ ω io O) en en en CO 00 .- O O O O O O O O O O O O O O O o ζ ni X ni O-π rτι rτoι rτoι rτι r-on rτoι rτι rτι ro-n rτoι ω X ω X c ω X α Xi Z M X ^ O " O O O O O O O O O O O x x x x x x x x x .? O JJ x x x x x x x x x x x x x x x x x x x x x x x x x x x x ,? x x x x x x x x x x x x x x x x x x x Table 6: Comp. No. Ri R 4 6.001 CI CF 3 H H CH 2 CH 3 6.002 CHF 2 CF 3 H H CH 2 CH 3 6.003 CCI 3 CF 3 H H CH 2 CH 3 6.004 CCIF 2 CF 3 H H CH 2 CH 3 6.005 CF 3 CF 3 H H CH 2 CH 3 6.006 CH 3 CF 3 H H CH 2 CH 3 6.007 CH 2 CH 3 CF 3 H H CH 2 CH 3 6.008 (CH 2 ) 2 CH 3 CF 3 H H CH 2 CH 3 6.009 CH 2 F CF 3 H H CH 2 CH 3 6.01 CH 2 CI CF 3 H H CH 2 CH 3 6.011 CH 2 OCH 3 CF 3 H H CH 2 CH 3 6.012 CH 2 SMe CF 3 H H CH 2 CH 3 6.013 CH 2 SO 2 Me CF 3 H H CH 2 CH 3 6.014 CH=CH 2 CF 3 H H CH 2 CH 3 6.015 CH 2 CH=CH 2 CF 3 H H CH 2 CH 3 6.016 CCH CF 3 H H CH 2 CH 3 6.017 CF 3 SCH 3 H H CH 2 CH 3 6.018 CF 3 SOCH 3 H H CH 2 CH 3 6.019 CF 3 SO 2 CH 3 H H CH 2 CH 3 6.02 CF 3 OCH 3 H H CH 2 CH 3 6.021 CF 3 CN H H CH 2 CH 3 6.022 CF 3 CI H H CH 2 CH 3 6.023 CF 3 OCH 3 H H CH 2 CH 3 6.024 CF 3 CH 3 H H CH 2 CH 3 Comp. No. Ri R 2 R 3 R 4 R 5 6.025 H CF 3 H CH 3 CH 2 CH 3 6.026 H CF 3 H CF 3 CH 2 CH 3 6.027 H CF 3 H SCH 3 CH 2 CH 3 6.028 H CF 3 H SOCH 3 CH 2 CH 3 6.029 H CF 3 H SO 2 CH 3 CH 2 CH 3 6.03 H CF 3 H CI CH 2 CH 3 6.031 H CF 3 H OCH 3 CH 2 CH 3 6.032 H CH 3 H CF 3 CH 2 CH 3 6.033 H CI H CF 3 CH 2 CH 3 6.034 H OCH 3 H CF 3 CH 2 CH 3 6.035 CN CF 3 H H CH 2 CH 3 6.036 CI CF 3 H H CH(CH 3 ) 2 6.037 CHF 2 CF 3 H H CH(CH 3 ) 2 6.038 CCI 3 CF 3 H H CH(CH 3 ) 2 6.039 CCIF 2 CF 3 H H CH(CH 3 ) 2 6.04 CF 3 CF 3 H H CH(CH 3 ) 2 6.041 CH 3 CF 3 H H CH(CH 3 ) 2 6.042 CH 2 CH 3 CF 3 H H CH(CH 3 ) 2 6.043 (CH 2 ) 2 CH 3 CF 3 H H CH(CH 3 ) 2 6.044 CH 2 F CF 3 H H CH(CH 3 ) 2 6.045 CH 2 CI CF 3 H H CH(CH 3 ) 2 6.046 CH 2 OCH 3 CF 3 H H CH(CH 3 ) 2 6.047 CH 2 SMe CF 3 H H CH(CH 3 ) 2 6.048 CH 2 SO 2 Me CF 3 H H CH(CH 3 ) 2 6.049 CH=CH 2 CF 3 H H CH(CH 3 ) 2 6.05 CH 2 CH=CH 2 CF 3 H H CH(CH 3 ) 2 6.051 CCH CF 3 H H CH(CH 3 ) 2 6.052 CF 3 SCH 3 H H CH(CH 3 ) 2 6.053 CF 3 SOCH 3 H H CH(CH 3 ) 2 6.054 CF 3 SO 2 CH 3 H H CH(CH 3 ) 2 6.055 CF 3 OCH 3 H H CH(CH 3 ) 2 6.056 CF 3 CN H H CH(CH 3 ) 2 Comp. No. Ri R 2 R 3 FU R 5 6.057 CF 3 CI H H CH(CH 3 ) 2 6.058 CF 3 OCH 3 H H CH(CH 3 ) 2 6.059 CF 3 CH 3 H H CH(CH 3 ) 2 6.06 H CF 3 H CH 3 CH(CH 3 ) 2 6.061 H CF 3 H CF 3 CH(CH 3 ) 2 6.062 H CF 3 H SCH 3 CH(CH 3 ) 2 6.063 H CF 3 H SOCH 3 CH(CH 3 ) 2 6.064 H CF 3 H SO 2 CH 3 CH(CH 3 ) 2 6.065 H CF 3 H CI CH(CH 3 ) 2 6.066 H CF 3 H OCH 3 CH(CH 3 ) 2 6.067 H CH 3 H CF 3 CH(CH 3 ) 2 6.068 H CI H CF 3 CH(CH 3 ) 2 6.069 H OCH 3 H CF 3 CH(CH 3 ) 2 6.07 CN CF 3 H H CH(CH 3 ) 2 6.071 CI CF 3 H H HNPh 6.072 CHF 2 CF 3 H H HNPh 6.073 ccι 3 CF 3 H H HNPh 6.074 CCIF 2 CF 3 H H HNPh 6.075 CF 3 CF 3 H H HNPh 6.076 CH 3 CF 3 H H HNPh 6.077 CH 2 CH 3 CF 3 H H HNPh 6.078 (CH 2 ) 2 CH 3 CF 3 H H HNPh 6.079 CH 2 F CF 3 H H HNPh 6.08 CH 2 CI CF 3 H H HNPh 6.081 CH 2 OCH 3 CF 3 H H HNPh 6.082 CH 2 SMe CF 3 H H HNPh 6.083 CH 2 SO 2 Me CF 3 H H HNPh 6.084 CH=CH 2 CF 3 H H HNPh 6.085 CH 2 CH=CH 2 CF 3 H H HNPh 6.086 CCH CF 3 H H HNPh 6.087 CF 3 SCH 3 H H HNPh 6.088 CF 3 SOCH 3 H H HNPh Comp. No. Ri R 2 R3 R 4 Rs 6.089 CF 3 SO 2 CH 3 H H HNPh 6.09 CF 3 OCH 3 H H HNPh 6.091 CF 3 CN H H HNPh 6.092 CF 3 CI H H HNPh 6.093 CF 3 OCH 3 H H HNPh 6.094 CF 3 CH 3 H H HNPh 6.095 H CF 3 H CH 3 HNPh 6.096 H CF 3 H CF 3 HNPh 6.097 H CF 3 H SCH 3 HNPh 6.098 H CF 3 H SOCH 3 HNPh 6.099 H CF 3 H SO 2 CH 3 HNPh 6.1 H CF 3 H CI HNPh 6.101 H CF 3 H OCH 3 HNPh 6.102 H CH 3 H CF 3 HNPh 6.103 H CI H CF 3 HNPh 6.104 H OCH 3 H CF 3 HNPh 6.105 CN CF 3 H H HNPh 6.106 CI CF 3 H H HNC(CH 3 ) 3 6.107 CHF 2 CF 3 H H HNC(CH 3 ) 3 6.108 CCI 3 CF 3 H H HNC(CH 3 ) 3 6.109 CCIF 2 CF 3 H H HNC(CH 3 ) 3 6.11 CF 3 CF 3 H H HNC(CH 3 ) 3 6.111 CH 3 CF 3 H H HNC(CH 3 ) 3 6.112 CH 2 CH 3 CF 3 H H HNC(CH 3 ) 3 6.113 (CH 2 ) 2 CH 3 CF 3 H H HNC(CH 3 ) 3 6.114 CH 2 F CF 3 H H HNC(CH 3 ) 3 6.115 CH 2 CI CF 3 H H HNC(CH 3 ) 3 6.116 CH 2 OCH 3 CF 3 H H HNC(CH 3 ) 3 6.117 CH 2 SMe CF 3 H H HNC(CH 3 ) 3 6.118 CH 2 SO 2 Me CF 3 H H HNC(CH 3 ) 3 6.119 CH=CH 2 CF 3 H H HNC(CH 3 ) 3 6.12 CH 2 CH=CH 2 CF 3 H H HNC(CH 3 ) 3 Comp. No. Ri R 2 R3 R 4 Rs 6.121 CCH CF 3 H H HNC(CH 3 ) 3 6.122 CF 3 SCH 3 H H HNC(CH 3 ) 3 6.123 CF 3 SOCH3 H H HNC(CH 3 ) 3 6.124 CF 3 SO 2 CH 3 H H HNC(CH 3 ) 3 6.125 CF 3 OCH3 H H HNC(CH 3 ) 3 6.126 CF 3 CN H H HNC(CH 3 ) 3 6.127 CF 3 CI H H HNC(CH 3 ) 3 6.128 CF 3 OCH 3 H H HNC(CH 3 ) 3 6.129 CF 3 CH 3 H H HNC(CH 3 ) 3 6.13 H CF 3 H CH 3 HNC(CH 3 ) 3 6.131 H CF 3 H CF 3 HNC(CH 3 ) 3 6.132 H CF 3 H SCH 3 HNC(CH 3 ) 3 6.133 H CF 3 H SOCH 3 HNC(CH 3 ) 3 6.134 H CF 3 H SO 2 CH 3 HNC(CH 3 ) 3 6.135 H CF 3 H CI HNC(CH 3 ) 3 6.136 H CF 3 H OCH 3 HNC(CH 3 ) 3 6.137 H CH 3 H CF 3 HNC(CH 3 ) 3 6.138 H CI H CF 3 HNC(CH 3 ) 3 6.139 H OCH3 H CF 3 HNC(CH 3 ) 3 6.14 CN CF 3 H H HNC(CH 3 ) 3 Table 7: Comp. No. Ri R 4 7.001 H CF 3 H H 0 7.002 F CF 3 H H 0 7.003 CI CF 3 H H 0 7.004 Br CF 3 H H 0 7.005 CHF 2 CF 3 H H 0 7.006 CCI 3 CF 3 H H 0 7.007 CCIF 2 CF 3 H H 0 7.008 CF 3 CF 3 H H 0 7.009 CH 3 CF 3 H H 0 7.01 CH 2 CH 3 CF 3 H H 0 7.011 CH(CH 3 ) 2 CF 3 H H 0 7.012 (CH 2 ) 2 CH 3 CF 3 H H 0 7.013 C(CH 3 ) 3 CF 3 H H 0 7.014 Ph CF 3 H H 0 7.015 CH 2 F CF 3 H H 0 7.016 CH 2 CI CF 3 H H 0 7.017 CH 2 Br CF 3 H H 0 7.018 CH 2 OH CF 3 H H 0 7.019 CH 2 OCOCH 3 CF 3 H H 0 7.02 CH 2 OCOPh CF 3 H H 0 7.021 CH 2 OCH 3 CF 3 H H 0 7.022 CH 2 OCH 2 CH 3 CF 3 H H 0 Comp. No. Ri R 2 R 3 R. P 7.023 CH 2 CH 2 OCH 3 CF 3 H H 0 7.024 CH 2 SMe CF 3 H H 0 7.025 CH 2 SOMe CF 3 H H 0 7.026 CH 2 SO 2 Me CF 3 H H 0 7.027 CH 2 SO 2 Ph CF 3 H H 0 7.028 SCH 3 CF 3 H H 0 7.029 SOCH 3 CF 3 H H 0 7.03 SO 2 CH 3 CF 3 H H 0 7.031 N(CH 3 ) 2 CF 3 H H 0 7.032 CH=CH 2 CF 3 H H 0 7.033 CH 2 CH=CH 2 CF 3 H H 0 7.034 SO 2 N(CH 3 ) 2 CF 3 H H 0 7.035 CCH CF 3 H H 0 7.036 cyclopropyl CF 3 H H 0 7.037 OCH 3 CF 3 H H 0 7.038 OCHF 2 CF 3 H H 0 7.039 OCH 2 CCH CF 3 H H 0 7.04 H CF 2 CF 3 H H 0 7.041 CI CF 2 CF 3 H H 0 7.042 CHF 2 CF 2 CF 3 H H 0 7.043 ccι 3 CF 2 CF 3 H H 0 7.044 CCIF 2 CF 2 CF 3 H H 0 7.045 CF 3 CF 2 CF 3 H H 0 7.046 CH 3 CF 2 CF 3 H H 0 7.047 CH 2 CH 3 CF 2 CF 3 H H 0 7.048 CH(CH 3 ) 2 CF 2 CF 3 H H 0 7.049 (CH 2 ) 2 CH 3 CF 2 CF 3 H H 0 7.05 C(CH 3 ) 3 CF 2 CF 3 H H 0 7.051 CH 2 F CF 2 CF 3 H H 0 7.052 CH 2 CI CF 2 CF 3 H H 0 7.053 CH 2 OH CF 2 CF 3 H H 0 7.054 CH 2 OCOCH 3 CF 2 CF 3 H H 0 Comp. No. Ri R 2 R 3 FU P 7.055 CH 2 OCOPh CF 2 CF 3 H H 0 7.056 CH 2 OCH 3 CF 2 CF 3 H H 0 7.057 CH 2 OCH 2 CH 3 CF 2 CF 3 H H 0 7.058 CH 2 SMe CF 2 CF 3 H H 0 7.059 CH 2 SOMe CF 2 CF 3 H H 0 7.06 CH 2 SO 2 Me CF 2 CF 3 H H 0 7.061 CH 2 SO 2 Ph CF 2 CF 3 H H 0 7.062 N(CH 3 ) 2 CF 2 CF 3 H H 0 7.063 CH=CH 2 CF 2 CF 3 H H 0 7.064 CH 2 CH=CH 2 CF 2 CF 3 H H 0 7.065 SO 2 N(CH 3 ) 2 CF 2 CF 3 H H 0 7.066 CCH CF 2 CF 3 H H 0 7.067 cyclopropyl CF 2 CF 3 H H 0 7.068 OCH 3 CF 2 CF 3 H H 0 7.069 CO 2 Me CF 2 CF 3 H H 0 7.07 OCH 2 CCH CF 2 CF 3 H H 0 7.071 H CF 2 CI H H 0 7.072 CI CF 2 CI H H 0 7.073 CHF 2 CF 2 CI H H 0 7.074 ccι 3 CF 2 CI H H 0 7.075 CCIF 2 CF 2 CI H H 0 7.076 CF 3 CF 2 CI H H 0 7.077 CH 3 CF 2 CI H H 0 7.078 CH 2 CH 3 CF 2 CI H H 0 7.079 CH(CH 3 ) 2 CF 2 CI H H 0 7.08 (CH 2 ) 2 CH 3 CF 2 CI H H 0 7.081 C(CH 3 ) 3 CF 2 CI H H 0 7.082 CH 2 F CF 2 CI H H 0 7.083 CH 2 CI CF 2 CI H H 0 7.084 CH 2 OH CF 2 CI H H 0 7.085 CH 2 OCOCH 3 CF 2 CI H H 0 7.086 CH 2 OCOPh CF 2 CI H H 0 Comp. No. Ri R 2 R 3 FU P 7.087 CH 2 OCH 3 CF 2 CI H H 0 7.088 CH 2 OCH 2 CH 3 CF 2 CI H H 0 7.089 CH 2 SMe CF 2 CI H H 0 7.09 CH 2 SOMe CF 2 CI H H 0 7.091 CH 2 SO 2 Me CF 2 CI H H 0 7.092 CH 2 SO 2 Ph CF 2 CI H H 0 7.093 N(CH 3 ) 2 CF 2 CI H H 0 7.094 CH=CH 2 CF 2 CI H H 0 7.095 CH 2 CH=CH 2 CF 2 CI H H 0 7.096 SO 2 N(CH 3 ) 2 CF 2 CI H H 0 7.097 CCH CF 2 CI H H 0 7.098 cyclopropyl CF 2 CI H H 0 7.099 OCH 3 CF 2 CI H H 0 7.1 OCH 2 CCH CF 2 CI H H 0 7.101 CF 3 CHF 2 H H 0 7.102 CH 3 CHF 2 H H 0 7.103 CH 2 OCH 3 CHF 2 H H 0 7.104 CH 2 CI CHF 2 H H 0 7.105 CH 2 F CHF 2 H H 0 7.106 CH 3 CF 3 H CH 3 0 7.107 CI CF 3 H CH 3 0 7.108 CH 3 CF 3 CH 3 H 0 7.109 CH 3 CF 3 CI H 0 7.11 OCH 3 CF 3 CH 3 H 0 7.111 CH 2 OCH 3 CF 3 CH 3 H 0 7.112 CH 2 OCH 3 CF 3 CI H 0 7.113 COOCH 3 H H H 0 7.114 CF 3 SCH 3 H H 0 7.115 CH 3 SCH 3 H H 0 7.116 CF 3 SOCH 3 H H 0 7.117 CH 3 SOCH 3 H H 0 7.118 CF 3 SO 2 CH 3 H H 0 © P. ω H υ tx o o o o o o o o o o o o o o X n X X α x x x x x x x x x x x x x x x x x L ? O 5 L ' LL LL LL LL X o o £ o o ° 1 oo co 0 o 0 0 0 0 £ x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x X LL X LL X LL X LL X LL LL X x LL X LL X o o o o o o o o o o o o o o O x x x x x x x x x x x x x x o o IΛ z o © o σ * * />i r ι T ^- C v.Mvι co ^ i mn co 1^. oo e Sn) CO CM CO in co oo en ^. i- CM C rf iO CO I^. 00 Cn . n CO CO CO CO CO CO CO CO CO 5! rf rr r f rf rr rr * _f- τ *--- i . C T—M C—M TCM— TC—M TCM— C TM- C TM- C TM CM r rr ii o — T- r- o Comp. No. Ri R 2 R3 R. P 7.151 CF 2 CI SCH 3 H H 0 7.152 CF 2 H SOCH 3 H H 0 7.153 CF 2 CI SOCH 3 H H 0 7.154 CF 2 H SO 2 CH 3 H H 0 7.155 CF 2 CI SO 2 CH 3 H H 0 7.156 CF 2 H OCH 3 H H 0 7.158 CF 2 H OCH 2 CF 3 H H 0 7.159 CF 2 CI OCH 2 CF 3 H H 0 7.16 CF 2 H OCH 2 CCH H H 0 7.161 CF 2 CI OCH 2 CCH H H 0 7.162 CF 2 H CN H H 0 7.163 CF 2 CI CN H H 0 7.164 CF 2 H CI H H 0 7.165 CF 2 CI CI H H 0 7.166 CF 2 H OCH 3 H H 0 7.167 CF 2 CI OCH 3 H H 0 7.168 CF 3 CH 2 OCH 3 H H 0 7.169 CF 2 CI CH 2 OCH 3 H H 0 7.17 CF 2 H CH 2 OCH 3 H H 0 7.171 CN CF 3 H H 0 7.172 H CF 3 H H 2 7.173 F CF 3 H H 2 7.174 CI CF 3 H H 2 7.175 Br CF 3 H H 2 7.176 CHF 2 CF 3 H H 2 7.177 CCI 3 CF 3 H H 2 7.178 CCIF 2 CF 3 H H 2 7.179 CF 3 CF 3 H H 2 7.18 CH 3 CF 3 H H 2 7.181 CH 2 CH 3 CF 3 H H 2 7.182 CH(CH 3 ) 2 CF 3 H H 2 Comp. No. Ri R 2 R 3 FU P 7.183 (CH 2 ) 2 CH 3 CF 3 H H 2 7.184 C(CH 3 ) 3 CF 3 H H 2 7.185 Ph CF 3 H H 2 7.186 CH 2 F CF 3 H H 2 7.187 CH 2 CI CF 3 H H 2 7.188 CH 2 Br CF 3 H H 2 7.189 CH 2 OH CF 3 H H 2 7.19 CH 2 OCOCH 3 CF 3 H H 2 7.191 CH 2 OCOPh CF 3 H H 2 7.192 CH 2 OCH 3 CF 3 H H 2 7.193 CH 2 OCH 2 CH 3 CF 3 H H 2 7.194 CH 2 CH 2 OCH 3 CF 3 H H 2 7.195 CH 2 SMe CF 3 H H 2 7.196 CH 2 SOMe CF 3 H H 2 7.197 CH 2 SO 2 Me CF 3 H H 2 7.198 CH 2 SO 2 Ph CF 3 H H 2 7.199 SCH 3 CF 3 H H 2 7.2 SOCH 3 CF 3 H H 2 7.201 SO 2 CH 3 CF 3 H H 2 7.202 N(CH 3 ) 2 CF 3 H H 2 7.203 CH=CH 2 CF 3 H H 2 7.204 CH 2 CH=CH 2 CF 3 H H 2 7.205 SO 2 N(CH 3 ) 2 CF 3 H H 2 7.206 CCH CF 3 H H 2 7.207 cyclopropyl CF 3 H H 2 7.208 OCH 3 CF 3 H H 2 7.209 OCHF 2 CF 3 H H 2 7.21 OCH 2 CCH CF 3 H H 2 H o 0 ) σ 00 00 oo oo o 00 00 00 00 00 00 00 00 00 00 00 00 00 00 CO 00 00 00 00 00 CD b b b b o o o o o o o o o o o o o o o 3 2 b o b o oo ro ro M M f j o o o o o o o 4*. co CO 00 en en _* ω lo - o oo ~M O) en CO ro x x x x x x x x x x x x x x x x x x x x x x x Comp. No. Ri R 2 R 3 R 4 8.025 CH 2 SOMe CF 3 H H 8.026 CH 2 SO 2 Me CF 3 H H 8.027 CH 2 SO 2 Ph CF 3 H H 8.028 SCH 3 CF 3 H H 8.029 SOCH 3 CF 3 H H 8.03 SO 2 CH 3 CF 3 H H 8.031 N(CH 3 ) 2 CF 3 H H 8.032 CH=CH 2 CF 3 H H 8.033 CH 2 CH=CH 2 CF 3 H H 8.034 SO 2 N(CH 3 ) 2 CF 3 H H 8.035 CCH CF 3 H H 8.036 cyclopropyl CF 3 H H 8.037 OCH 3 CF 3 H H 8.038 OCHF 2 CF 3 H H 8.039 OCH 2 CCH CF 3 H H Table 9: Comp. No. Ri R 2 R 4 9.001 H CF 3 H H 9.002 F CF 3 H H 9.003 CI CF 3 H H 9.004 Br CF 3 H H 9.005 CHF 2 CF 3 H H 9.006 CCI 3 CF 3 H H Comp. No. Ri R 2 R 3 R 4 9.007 CCIF 2 CF 3 H H 9.008 CF 3 CF 3 H H 9.009 CH 3 CF 3 H H 9.01 CH 2 CH 3 CF 3 H H 9.011 CH(CH 3 ) 2 CF 3 H H 9.012 (CH 2 ) 2 CH 3 CF 3 H H 9.013 C(CH 3 ) 3 CF 3 H H 9.014 Ph CF 3 H H 9.015 CH 2 F CF 3 H H 9.016 CH 2 CI CF 3 H H 9.017 CH 2 Br CF 3 H H 9.018 CH 2 OH CF 3 H H 9.019 CH 2 OCOCH 3 CF 3 H H 9.02 CH 2 OCOPh CF 3 H H 9.021 CH 2 OCH 3 CF 3 H H 9.022 CH 2 OCH 2 CH 3 CF 3 H H 9.023 CH 2 CH 2 OCH 3 CF 3 H H 9.024 CH 2 SMe CF 3 H H 9.025 CH 2 SOMe CF 3 H H 9.026 CH 2 SO 2 Me CF 3 H H 9.027 CH 2 SO 2 Ph CF 3 H H 9.028 SCH 3 CF 3 H H 9.029 SOCH 3 CF 3 H H 9.03 SO 2 CH 3 CF 3 H H 9.031 N(CH 3 ) 2 CF 3 H H 9.032 CH=CH 2 CF 3 H H 9.033 CH 2 CH— CH 2 CF 3 H H 9.034 SO 2 N(CH 3 ) 2 CF 3 H H 9.035 CCH CF 3 H H 9.036 cyclopropyl CF 3 H H 9.037 OCH 3 CF 3 H H 9.038 OCHF 2 CF 3 H H Comp. No. Ri R 2 R 3 FU 9.039 OCH 2 CCH CF 3 H H Physical data (melting points in°C) Comp. No. 1.001 resin 1.005 crystals m.p. 61-62 1.008 oil 1.009 crystals m.p. 75-77 1.01 oil 1.011 crystals m.p. 111-112 1.012 crystals m.p. 87-88 1.013 crystals m.p. 112-114 1.014 oil 1.021 crystals m.p. 128-129 1.023 crystals m.p. 91-92 1.024 oil 1.026 amoφhous 1.028 amorphous 1.03 resin 1.031 crystals m.p. 145-146 1.042 oil 1.043 crystals m.p. 107-110 1.047 crystals m.p. 155-156 1.048 viscous 1.05 crystals m.p. 51 -53 1.06 crystals m.p. >220 1.109 oil 1.195 oil 1.258 crystals m.p. 119-121 1.31 crystals m.p. 92-94 1.312 viscous 1.313 crystals m.p. 137-138 1.314 oil 1.316 resin 1.323 oil 1.334 resin 1.335 crystals m.p. 140-142 1.339 crystals m.p. 137-139 1.341 resin 1.343 crystals m.p. 97-99 1.347 crystals m.p. 135-137 1.349 oil, n D 1.4965 1.351 crystals m.p. 125-127 1.353 resin, n D 1.5289 1.355 crystals m.p. 90-92 1.356 resin 1.358 resin 1.361 oil 1.362 crystals m.p. 139-142 1.371 crystals m.p. 96-97 1.372 resin 1.373 resin 1.374 crystals m.p. 116-1199 1.375 resin 1.376 crystals m.p. >270 1.381 crystals m.p. 117-118 1.383 crystals m.p. 172-173 1.384 resin 1.385 resin 1.386 resin 1.387 resin 1.388 crystals m.p. 102-104 1.389 crystals m.p. 143-145 1.39 crystals m.p. 195-197 1.391 solid 1.392 crystals m.p. 202-206 1.398 crystals m.p. 137-138 1.399 crystals m.p. 262-263 1.4 oil 1.401 oil 1.402 oil 1.403 oil 1.404 oil 1.405 viscous 1.406 oil 1.408 oil 1.409 oil 1.41 oil 1.411 crystals m.p. 98-100 1.412 crystals m.p. 130-131 1.413 crystals m.p. 167-170 1.414 crystals m.p. 166-167 1.415 crystals m.p. 91 -93 1.418 crystals m.p. 149-150 1.421 crystals m.p. 88-89 1.422 crystals m.p. 175-177 1.423 crystals m.p. 45-47 1.424 crystals m.p. 102-104 2.001 resin 2.003 oil 2.03 crystals m.p. 107-110 2.038 crystals m.p. 111-113 2.043 resin 2.044 crystals m.p. 105-106 2.045 amorphous 3.001 crystals m.p. 95-97 3.054 oil 3.055 crystals m.p. 108-110 3.056 resin, n D 1.5509 4.009 crystals m.p. 107-109 4.01 oil 4.011 oil 4.014 crystals m.p. 148-149 4.021 crystals m.p. 44-45 4.033 crystals m.p. 46-48 4.124 crystals m . p . 46-48 4.328 oil 5.008 resin 5.081 resin 5.083 crystals m.p. 161 -162 5.084 crystals m.p. 215-216 5.085 resin 6.006 crystals m.p. 176-177 6.041 crystals m.p. 186-187 6.076 crystals m.p. 195-196 6.111 crystals m.p. 163-164 7.009 ratio A: B = 2:1.H-NMR(CDCI 3 ,ppm) SCH 3 : A: 2.50; B: 2.66. 7.01 ratio A: B = 5 :: :11.. HH--NNMMR(CDCI 3 ,ppm) SCH 3 : A: 2.50; B: 2.64. 7.011 ratio A: B = 9: : 11.. H H--NNMMR(CDCI 3 ,ppm) SCH 3 : A: 2.46; B: 2.59. 7.021 ratio A: B = 3 :: :11.. HH--NNMMR(CDCI 3) ppm) SCH 3 : A: 2.50; B: 2.62. 7.18 ratio A: B = 2: :. HH--NNMMRF (CDCI 3 ,ppm) SO 2 CH 3 : A: 3.40; B: 3.58. 7.182 ratio A: B = 9 :: :11.. H H--NNMMR(CDCI 3 ,ppm) SO 2 CH 3 : A: 3.32; B: 3.50. 7.192 ratio A: B = 3 :: :11.. HH--NNMMR(CDCI 3 ,ppm) SO 2 CH 3 : A: 3.40; B: 3.58. 8.009 crystals m.p. 96-97 8.01 amorphous 8.011 oil 8.021 oil 9.009 crystals m.p. 112-113 9.01 amorphous 9.011 amorphous 9.021 oil Biological Examples Example B1 : Herbical action before emergence of the plants (pre-emeroence action^ Monocotyledonous and dicotyledonous test plants are sown in standard soil in plastic pots. Immediately after sowing, the test substances are sprayed on (500 I of water/ha) as an aqueous suspension (prepared from a 25% wettable powder (Example F3, b) according to WO 97/34485) or emulsion (prepared from a 25% emulsion concentrate (Example F1 , c)), corresponding to a dosage of 2 kg of AS/ha. The test plants are then grown under optimum conditions in a greenhouse. After a test period of 3 weeks, the test is evaluated with a nine- level scale of ratings (1 = complete damage, 9 = no effect). Ratings of 1 to 4 (in particular 1 to 3) mean good to very good herbicidal action. Table B1 : pre-emeroence action: Test plant Avena Cyperus Setaria Sinapis Solanum Stellaria Active compound No. 1.009 2 1 2 2 1.376 2 1 2 2 4.009 1 2 2 3 7.009 4 2 3 2 1 .381 4 1 2 2 I 1 1.01 1 2 1 1 I 1 5.008 2 1 2 I 2 4.021 2 1 2 2 1 2 1.010 2 1 1 1 2 1.021 4 2 1 1 3 1.398 2 1 1 1 1 1.195 2 1 1 1 2 4.124 2 1 2 2 1 2 1.411 3 2 1 2 1 2 1.042 4 2 2 1 1 4 1.023 2 2 2 1 1 2 1.109 2 2 2 2 1 3 1.313 3 2 1 1 2 1.401 2 1 2 1 2 1.404 2 1 2 1 2 1.400 2 1 2 1 2 1.403 2 1 1 1 2 1.405 2 1 1 1 2 1.406 2 1 1 1 2 1.402 2 1 2 1 2 1.005 4 1 1 1 1 1.043 4 2 1 2 1 2 1.409 1 1 1 1 1 1.41 2 1 1 1 1 1.06 2 1 2 1 1 7.192 4 2 2 3 2 2 7.021 1 1 1 1 1 1 ne results are obtained when the corr pounds of the formula I are formulated according to Examples F2 and F4 to F8 according to WO 97/34485. Example B2: Post-emergence herbicidal action Monocotyledonous and dicotyledonous test plants are grown in plastic pots with standard soil in a greenhouse and, in the 4- to 6-leaf stage, are sprayed with an aqueous suspension of the test substances of the formula I, prepared from a 25% wettable powder (Example F3, b) according to WO 97/34485) or with an emulsion of the test substances of the formula I, prepared from a 25% emulsion concentrate (Example F1 , c) according to WO 97/34485), corresponding to a dosage of 2 kg of AS/ha (500 I of water/ha). The test plants are then grown further under optimum conditions in a greenhouse. After a test period of about 18 days, the test is evaluated with a nine-level scale of rating (1 = complete damage, 9 = no effect). Ratings of 1 to 4 (in particular 1 to 3) mean good to very good herbicidal action. In this test, the compounds of the formula I show strong herbicidal action. Table B2: post-emeroence action Test plant A Avveennaa Setaria Solanum Sinapis Stellaria Active compound No. 1.009 1 1 1 2 1.376 1 2 2 2 4.009 1 1 1 1 1.026 3 1 1 2 7.009 3 2 1 1 1.381 2 2 2 2 1.011 2 2 2 2 5.008 2 3 1 2 5.085 3 2 2 2 4.021 2 2 1 2 1.012 3 2 2 2 1.010 2 2 2 4 4.010 3 3 2 2 1.021 2 4 2 2 1.398 2 2 2 2 1.195 2 2 2 2 4.124 2 2 1 2 1.411 2 2 2 2 1.008 2 2 2 2 6.006 2 5 2 2 5.081 3 2 1 2 1.042 2 2 2 2 1.023 2 2 2 2 1.109 2 2 2 2 1.313 2 2 2 2 1.401 2 2 2 2 2 1.404 2 2 1 2 1.400 2 2 2 2 1.403 2 2 2 2 1.403 2 2 2 2 1.405 2 2 2 2 1.406 2 2 1 2 1.402 2 2 2 2 1.001 3 2 2 2 1.005 2 2 2 2 1.362 3 2 2 2 1.043 2 2 2 2 1.409 2 1 1 2 1.410 1 1 1 1 1.060 2 1 1 2 7.192 2 3 3 2 2 7.021 1 2 1 2 1.048 2 1 1 2 The same results are obtained when the compounds of the formula I are formulated according to Examples F2 and F4 to F8 according to WO 97/34485. Example B3: Herbicidal action before emergence of the plants (pre-emeroence action) Monocotyledonous and dicotyledonous test plants are sown in pots in standard soil. Immediately after sowing, the test substances are sprayed on (500 I of spray liquor/ha) as an aqueous suspension, prepared from a wettable powder WP10 corresponding to the desired dosage (250 g of a.i./ha). The test plants are then grown under optimum conditions in a greenhouse. After a test period of 3 weeks, the test is evaluated with a nine-level scale of ratings (1 = complete damage, 9 = no effect). Ratings of 1 to 4 (in particular 1 to 3) mean good to very good herbicidal action, 7-9 mean good tolerance. Tahlft B3: Pre-emergenrp antinn: Test plant Abutiion Amar- Cheno- Kochia Sida Stellaria Dose anthus podium [g of AS/ha] Active compound No. 1.355 1 1 1 2 2 250 1.347 2 2 1 4 1 250 1.335 1 2 5 2 7 250 1.349 1 3 4 2 5 250 1.339 2 1 7 2 1 250 1.341 3 9 9 4 1 250 1.343 1 4 9 3 5 250 The same results are obtained when the compounds of the formula I are formulated according to Examples F2 and F4 to F8 according to WO 97/34485. Example B4: Herbicidal action after the emergence of the plants (post-emergence action) Monocotyledonous and dicotyledonous test plants are sown in pots in standard soil. In the 2-3-leaf stage of the test plants, the test substances are sprayed on (500 I of spray liquor/ha) as an aqueous suspension, prepared from a wettable powder WP10 according to the desired dosage (250 g of a.i./ha). 0.2% of X77 is added as wetting agent to the spray liquor. The test plants are then grown under optimum conditions in a greenhouse. After a test period of 3 weeks, the test is evaluated with a nine-level scale of ratings (1 = complete damage, 9 = no effect). Ratings of 1 to 4 (in particular 1 to 3) mean good to very good herbicidal action, 7-9 mean good tolerance. Table B4: Post-emergence artinn: Test plant Abutilon Amar- Cheno- Kochia Setaria Stellaria Dose anthus podium [g of AS/ha] Active compound No. 1.355 2 2 2 3 2 3 250 1.347 3 2 2 2 3 3 250 1.335 3 2 2 2 2 3 250 1.349 2 2 2 2 2 3 250 1.339 2 2 3 1 4 3 250 1.351 5 2 3 3 3 3 250 1.341 5 2 3 4 5 4 250 1.343 3 2 2 3 9 3 250 1.361 2 2 2 2 2 3 250 The same results are obtained when the compounds of the formula I are formulated according to Examples F2 and F4 to F8 according to WO 97/34485.

Claims: WHAT IS CLAIMED IS: 1. A compound of the formula I in which each R independently is CrC 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl, C 2 -C 6 alkynyl, C 2 -C 6 haloalkynyl, C 3 -C 6 cycloalkyl, CrC 6 alkoxy, Cι-C 6 haloalkoxy, d-C 6 alkylthio, d- C 6 alkylsulfinyl, CrC 6 alkylsulfonyl, Cι-C 6 haloalkyl, Cι-C 6 haloalkylthio, CrC 6 haloalkylsulfinyl, Cι-C 6 haloalkylsulfonyl, CrC 6 alkoxycarbonyl, Cι-C 6 alkylcarbonyl, Cι-C 6 alkylamino, di-d-C 6 alkylamino, Cι-C 6 alkylaminosulfonyl, di-Cι-C 6 alkylaminosulfonyl, -N(Rι)-S-R 2 , -N(R 3 )-SO-R 4 , -N(R 5 )-SO 2 -R 6 , nitro, cyano, halogen, hydroxyl, amino, formyl, hydroxy-d-C 6 alkyl, d-C 6 alkoxy-d-C 6 alkyl, d-Cealkoxycarbonyloxy-C -Cealkyl, Cι-C 6 alkylthio-Cι-C 6 alkyl, d-C 6 alkylsulfinyl-Cι-C 6 alkyl, Cι-C 6 alkylsulfonyl-d-C 6 alkyl, thiocyanato-d-C 6 alkyl, cyano-d-C 6 alkyl, oxiranyl, C 3 -C 6 alkenyioxy, C 3 -C 6 alkynyloxy, d-C 6 alkoxy-Cι-C 6 alkoxy, cyano-d-C 6 alkenyloxy, Ci-Cealkoxycarbonyloxy-d-Cealkoxy, C 3 -C 6 alkynyloxy, cyano-d-C 6 alkoxy, d- C 6 alkoxycarbonyl-Cι-C 6 alkoxy, Cι-C6alkylthio-d-C 6 alkoxy, alkoxycarbonyl-Cι-C 6 alkylthio, aikoxycarbonyl-d-Cealkylsulfinyl, alkoxycarbonyl-d-Cealkylsuifonyl, d-C 6 alkylsulfonyloxy, d-C 6 haloalkylsulfonyloxy, phenyl, benzyl, phenoxy, phenylthio, phenylsulfinyl, phenylsulfonyl, benzylthio, benzylsulfinyl or benzylsulfonyl, where the phenyl groups may be mono- or polysubstituted by halogen, methyl, ethyl, trifiuoromethyl, methoxy or nitro, or R is a five- to ten-membered monocyclic or fused bicyclic ring system, which may be aromatic or partially saturated and may contain 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, where the ring system is either attached directly to the pyridine ring or attached to the pyridine ring via a d-C alkylene group, and where each ring system may not contain more than 2 oxygen atoms and not more than two sulfur atoms, and where the ring system for its part may be mono-, di- or trisubstituted by Cι- C 6 alkyl, Cι-C 6 haloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 haloalkenyl, C 3 -C 6 alkynyl, C 3 -C 6 haloalkynyl, d- C 6 alkoxy, d-C 6 haloalkoxy, C 3 -C 6 alkenyloxy, C 3 -C 6 alkynyloxy, mercapto, d-C 6 aikylthio, Cι- C 6 haloalkylthio, C 3 -C 6 alkenylthio, C 3 -C 6 haloalkenylthio, C 3 -C 6 aikynylthio, C 2 - C 5 alkoxyalkylthio, C 3 -C 5 acetylalkylthio, C 3 -C 6 alkoxycarbonylalkylthio, C 2 -C 4 cyanoalkylthio, d-C 6 alkylsulfinyl, Cι-C 6 haloalkylsulfinyl, Cι-C 6 alkylsulfonyl, Cι-C 6 haloalkylsulfonyl, aminosulfonyl, Cι-C 2 alkylaminosulfonyl, C 2 -C 4 dialkylaminosulfonyl, Cι-C 3 alkylene-R 7) NR 8 R 9 , halogen, cyano, nitro, phenyl and benzylthio, where phenyl and benzylthio for their part may be substituted on the phenyl ring by Cι-C 3 alkyl, d-C 3 haloalkyl, d-C 3 alkoxy, d- C 3 haloalkoxy, halogen, cyano or nitro, and where substituents on the nitrogen in the heterocyclic ring are different from halogen; m is 1 , 2, 3 or 4; p is 0 or 1 ; Ri, R 3 and R 5 independently of one another are hydrogen or Ci-Cealkyl; R 2 is NR 1 0R11, CrC 6 alkoxy, Ci-Cehaloalkoxy, d-C 6 alkyl, d-C 6 haloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 haloalkenyl, C 3 -C 6 alkynyl, C 3 -C 6 haloalkynyl, C 3 -C 6 cycloalkyl or phenyl, where phenyl for its part may be substituted by Cι-C 3 alkyl, Cι-C 3 haloalkyl, Cι-C 3 alkoxy, Cι-C 3 haloalkoxy, halogen, cyano or nitro; R 4 is NR 12 R 13 , Cι-C 6 alkoxy, Ci-C 6 haloalkoxy, CrC 6 alkyl, d-C 6 haloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 haloalkenyl, C 3 -C 6 alkynyl, C 3 -C 6 haloalkynyl, C 3 -C 6 cycloaikyl or phenyl, where phenyl for its part may be substituted by d-C 3 alkyl, Cι-C 3 haloalkyl, Cι-C 3 alkoxy, d-C 3 haloalkoxy, halogen, cyano or nitro; R 6 is NR 14 R 15 , d-C 6 alkoxy, Ci-Cehaloalkoxy, d-C 6 alkyl, Cι-C 6 haloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 haloalkenyl, C 3 -C 6 alkynyl, C 3 -C 6 haioalkynyl, C 3 -C 6 cycloalkyl or phenyl, where phenyl for its part may be substituted by C C 3 alkyl, d-C 3 haloalkyl, d-C 3 alkoxy, Cι-C 3 haloalkoxy, halogen, cyano or nitro; R 7 is Cι-C 3 alkoxy, C 2 -C 4 alkoxycarbonyl, C C 3 alkylthio, d-C 3 alkylsulfinyl, d-C 3 alkylsulfonyl or phenyl, where phenyl for its part may be substituted by d-C 3 alkyl, d-C 3 haioalkyl, C C 3 alkoxy, Cι-C 3 haloalkoxy, halogen, cyano or nitro; R 8 , R10, Rι 2 and R independently of one another are hydrogen or d-C 6 alkyl; R9, R11, Ri 3 and R15 independently of one another are d-C 6 alkyl or d-C 6 alkoxy; Q is the group Q, in which Rιe, R 1 7, Ris and R19 independently of one another are hydrogen, hydroxyl, Cι-C 4 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, Cι-C alkoxycarbonyl, d-C 6 alkylthio, d-C 6 alkylsulfinyl, d-C 6 alkylsulfonyl, d-C 4 alkyl-NHS(O) 2 , Ci-dhaloalkyl, -NH-Cι-C 4 alkyl, -N(C,-C 4 alkyl) 2 , d-C 6 alkoxy, cyano, nitro, halogen or phenyl, which for its part may be substituted by C 1 -C 4 alkyl, d-C haloalkyl, Cι-C 4 alkoxy, d-C 4 haloalkoxy, C -C 4 alkylcarbonyl, Cι-C alkoxycarbonyl, amino, Cι-C 4 alkylamino, di-Cι-C alkylamino, d-C 6 alkylthio, d-C 6 alkylsulfinyl, Cι-C 6 alkylsulfonyl, Cι-C 4 alkyl-S(O) 2 O, Cι-C haloalkylthio, C r C 4 haloalkylsulfinyl, Cι-C 4 haloalkylsulfonyl, Cι-C 4 haloalkyl-S(O) 2 O, Cι-C 4 alkyl-S(O) 2 NH, d-C 4 alkyl-S(O) 2 N(Cι-C 4 alkyl), halogen, nitro, COOH or cyano; or two adjacent substituents from the group consisting of Rι 6 , Rn, Ris and R19 form a C 2 -C 6 alkylene bridge; R 20 is hydroxyl, O " M\ halogen, cyano, SCN, OCN, d-Cι 2 alkoxy, Cι-C alkoxycarbonyl-Cι-C 4 alkoxy, d-C 12 alkylthio, d-Cι 2 alkylsulfinyl, Cι-Cι 2 alkylsulfonyl, Cι-Cι 2 haloalkylthio, Cι-Cι 2 haloalkyisulfinyl, Cι-d 2 haloalkylsulfonyl, Cι-C 6 alkoxy-Cι-C 6 alkylthio, d-Cealkoxy-d-Ce alkylsuifinyl, Ci-Cealkoxy-d-Cealkylsulfonyl, C 2 -Cι 2 alkenylthio, C 2 -Cι 2 alkenylsulfinyl, C 2 -Cι 2 aikenylsulfonyl, C 2 -C 12 alkynylthio, C 2 -Cι 2 alkynylsulfinyl, C 2 -Cι 2 alkynyisulfonyl, C 2 -Cι 2 haloalkenylthio, C 2 -Cι 2 haloalkenylsulfinyl, C 2 -Cι 2 haloalkenylsulfonyl, Cι-C 4 alkoxycarbonyl- d-C 4 alkylthio, Cι-C 4 alkoxycarbonyl-d-C alkylsulfinyl, d-C 4 alkoxycarbonyl-Cι- C 4 alkylsulfonyl, (Cι-C 4 alkoxy) 2 P(O)O, C,-C 4 alkyl-(d-C 4 alkoxy)P(O)O, H(d- C 4 alkoxy)P(O)O, R 37 R 3 8N, R 7 ιR 72 NNH-, R 2 ιR 22 NC(O)O-, R 73 R 74 NC(O)NH-, Cι-C 4 alkyl-S(O) 2 NR 39 , d-C 4 haloalkyl-S(O) 2 NR 40 , C r C alkyl-S(O) 2 O, d-C 4 haloalkyl-S(O) 2 O, Cι-C 18 alkylcarbonyloxy, where the alkyl group may be substituted by halogen, d-C 6 alkoxy, Ci.Cealkylthio or cyano, C 2 -Cι 8 alkenylcarbonyloxy, C 2 -Cι 8 alkynyicarbonyloxy, C 3 -C 6 cycloalkyicarbonyloxy, C -C 2 alkoxycarbonyloxy, Cι-Cι 2 alkylthiocarbonyloxy, Cι-Cι 2 alkylthiocarbamoyl, d-C 6 alkyl- NH(CS)N(C,-C 6 alkyl)-NH-, di-d-C6alkyl-N(CS)N(Cι-C 6 alkyl)-NH-, benzyloxy, benzylthio, benzylsulfinyl, benzylsulfonyl, phenoxy, phenylthio, phenylsulfinyl, phenylsulfonyl, phenylsulfonyloxy or benzoyloxy, where the phenyl groups for their part may each be substituted by Cι-C 4 alkyl, C C 4 haloalkyl, Cι-C alkoxy, Cι-C 4 haloalkoxy, d-C alkylcarbonyl, d-dalkoxycarbonyl, Cι-C 4 alkylamino, di-Cι-C 4 alkylamino, Cι-C alkylthio, Cι-C alkylsulfinyl, d-C 4 alkylsulfonyl, d-C 4 alkyl-S(O) 2 O, Cι-C 4 haloalkylthio, Cι-C 4 haloaikylsulfinyl, C C 4 haloalkylsulfonyl, C,-C 4 haloalkyl-S(O) 2 O, Cι-C 4 alkyl-S(O) 2 NH, C,-C 4 alkyl-S(O) 2 N(d-C 4 alkyl), halogen, nitro or cyano, or a group Ar thio, Ar 2 -sulfinyl, Ar 3 -sulfonyl, -OCO-Ar 4 or NH-Ar 5 in which An, Ar 2 , Ar 3 , Ar 4 and Ar 5 independently of one another are a five- to ten-membered monocyclic or fused bicyclic ring system which may be aromatic or partially saturated and may contain 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, and in which each ring system may not contain more than 2 oxygen atoms and not more than two sulfur atoms, and in which the ring system for its part may be mono-, di- or trisubstituted by Cι-C 6 alkyl, Cι-C 6 haloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 haloalkenyl, C 3 -C 6 alkynyl, C 3 -C 6 haloalkynyl, Cι-C 6 alkoxy, Ci-Cehaloalkoxy, C 3 -C 6 alkenyloxy, C 3 -C 6 alkynyloxy, mercapto, d-C 6 alkylthio, d-C 6 haloalkylthio, C 3 -C 6 alkenylthio, C 3 -C 6 haloalkenylthio, C 3 -C 6 alkynylthio, C 2 -C 5 alkoxyalkylthio, C 3 -C 5 acetylalkylthio, C 3 -C 6 alkoxycarbonylalkylthio, C 2 -C cyanoalkylthio, d- C 6 alkyisulfinyl, Ci-Cehaloalkylsulfinyl, d-C 6 alkylsulfonyl, d-C 6 haloalkylsulfonyl, aminosulfonyl, Cι-C 2 alkylaminosulfonyl, C 2 -C 4 dialkylaminosulfonyl, Cι-C 3 alkylene-R , NR 42 R 43 , halogen, cyano, nitro, phenyl and benzylthio, where phenyl and benzylthio for their part may be substituted on the phenyl ring by Cι-C 3 alkyl, Cι-C 3 haloalkyl, d-C 3 alkoxy, d- C 3 haloalkoxy, halogen, cyano or nitro, and where substituents on the nitrogen in the heterocyclic ring are different from halogen; R 1 is Cι-C 3 alkoxy, C 2 -C alkoxycarbonyl, C C 3 alkylthio, Cι-C 3 alkylsulfinyl, C C 3 alkylsulfonyl or phenyl, where phenyl for its part may be substituted by d-C 3 alkyl, d-C 3 haloalkyl, d-C 3 alkoxy, Cι-C 3 haloaikoxy, halogen, cyano or nitro; R 42 is hydrogen or d-C 6 alkyl; R 43 is CrC 6 aikyi or Cι-C 6 alkoxy; R 2 ι, R 3 ? . R 3 9 , R 4 o, R71 and R 3 independently of one another are hydrogen or d-C alkyl; R 22 . 3 8 ■ R 2 and R 7 independently of one another are hydrogen, Cι-Cι 2 alkyl, hydroxyl, d- Cι 2 alkoxy, C 3 -C 6 alkenyloxy or C 3 -C 6 alkynyloxy; or R 2 ι and R 22 together or R 37 and R 38 together or R 7 ι and R 72 together or R 73 and R 7 together are pyrroiidino, piperidino, morpholino, thiomorphoiino, which may be mono- or polysubstituted by methyl groups; or are the group Q 2 in which Y is a chemical bond, an alkylene group A 1f carbonyl, oxygen, sulfur, sulfinyl, sulfonyl, -NHR 248 or NH(CO)R 249 ; A is C(R 2 4 R 24S ) r ; r and m 0 ι independently of one another are 0, 1 or 2; R 240 is hydrogen, methyl or Cι-C 3 alkoxycarbonyl; R 24 ι, R 2 2 . 24 3. R 244 , 24 5. R 24 β and R 247 independently of one another are hydrogen, halogen or methyl, or R 2 3 together with an adjacent group R 2 s or R 2 7 is a chemical bond; R 248 and R 249 independently of one another are hydrogen or Cι-C 4 alkyl; R 23 is hydroxyl, O " M + , halogen, cyano, SCN, OCN, Cι-Cι 2 alkoxy, Cι-C alkoxycarbonyl-Cι-C 4 alkoxy, Ci-Cealkylthio, CrCι 2 alkylsulfinyl, Cι-Cι 2 alkylsulfonyl, Cι-Cι 2 haloalkylthio, Cι-Cι 2 haloalkyisuifinyl, Cι-Cι 2 haioalkylsulfonyl, Cι-C 6 alkoxy-Cι-C 6 alkylthio, Cι-C 6 alkoxy-Cι-C 6 alkylsuifinyl, Cι-C 6 alkoxy-Cι-C 6 alkylsulfonyl, C 2 -Cι 2 alkenylthio, C 2 -Cι 2 alkenylsulfinyl, C 2 -Cι 2 alkenylsulfonyl, C 2 -Cι 2 alkynylthio, C 2 -Cι 2 alkynylsulfinyl, C 2 -Cι 2 alkynylsulfonyl, C 2 -C 12 haioalkenylthio, C 2 -C 12 haloalkenylsulfinyl, C 2 -Cι 2 haloalkenylsulfonyl, Cι-C 4 alkoxycarbonyl- Cι-C alkylthio, Cι-C 4 alkoxycarbonyl-Cι-C 4 alkylsulfinyl, C C 4 alkoxycarbonyl-Cι- C 4 alkylsulfonyl, (Cι-C 4 alkoxy) 2 P(O)O, d-C 4 alkyl-(Cι-C 4 alkoxy)P(O)O, H(d- C 4 alkoxy)P(O)O, R^R^N, R 75 R 76 NNH-, R 46 R 47 NC(O)O-, R 77 R 78 NC(O)NH-, d-C 4 alkyl-S(O) 2 NR 48 , C C 4 haloalkyl-S(O) 2 NR 49 , d-C 4 alkyl-S(O) 2 O, Cι-C 4 haloalkyl-S(O) 2 O, Cι-Cι 8 alkylcarbonyloxy, where the alkyl group may be substituted by halogen, Ci-Cealkoxy, d-C 6 alkylthio or cyano, C 2 -Cι 8 alkenylcarbonyloxy, C 2 -Cι 8 alkynylcarbonyloxy, C 3 -C 6 cycloalkylcarbonyloxy, C Cι 2 aikoxycarbonyloxy, d-Cι 2 alkylthiocarbonyioxy, Cι-Cι 2 aikylthiocarbamoyl, d-C 6 alkyl- NH(CS)N(d-C 6 alkyl)-NH-, di-Cι-C 6 alkyl-N(CS)N(Cι-C 6 alkyl)-NH-, benzyloxy, benzylthio, benzylsulfinyl, benzylsulfonyl, phenoxy, phenylthio, phenylsulfinyl, phenylsulfonyl, phenylsulfonyloxy or benzoyloxy, where the phenyl groups for their part may each be substituted by d-C 4 alky|, Cι-C 4 haloalkyl. Cι-C 4 alkoxy, C C 4 haloaikoxy, Cι-C alkylcarbonyl, Cι-C 4 alkoxycarbonyl, Cι-C 4 alkylamino, di-Cι-C 4 alkylamino, Cι-C 4 alkylthio, Cι-C 4 alkylsuifinyl, Cι-C 4 alkylsulfonyl, Cι-C 4 alkyl-S(O) 2 O, Cι-C haloalkylthio, Cι-C haloalkylsulfinyl, d-C 4 haloalkylsulfonyl, d-C 4 haioalkyl-S(O) 2 O, Cι-C 4 alkyl-S(O) 2 NH, Cι-C 4 alkyl-S(O) 2 N(C,-C 4 alkyl), halogen, nitro or cyano, or a group Ar 6 -thio, Ar 7 -sulfinyl, Ar 8 -sulfonyl, -OCO-Ar 9 or NH-Ar i0 in which Ar 6 , Ar 7 , Ar 8 , Ar 9 and Ario independently of one another are a five- to ten-membered monocyclic or fused bicyclic ring system which may be aromatic or partially saturated and may contain 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, and in which each ring system may not contain more than 2 oxygen atoms and not more than two sulfur atoms, and in which the ring system for its part may be mono-, di- or trisubstituted by Cι-C 6 alkyl, d-Cehaloaikyl, C 3 -C 6 alkenyl, C 3 -C 6 haloalkenyl, C 3 -C 6 alkynyl, C 3 -C 6 haloalkynyl, d-C 6 alkoxy, d-C 6 haloalkoxy, C 3 -C 6 alkenyloxy, C 3 -C 6 alkynyioxy, mercapto, Ci-Cealkylthio, Ci-C 6 haloalkylthio, C 3 -C 6 alkenylthio, C 3 -C 6 haloalkenylthio, C 3 -C 6 alkynylthio, C 2 -C 5 alkoxyalkylthio, C 3 -C 5 acetylalkylthio, C 3 -C 6 alkoxycarbonylalkylthio, C 2 -C 4 cyanoalkylthio, C C 6 alkylsulfinyl, Ci-Cehaloalkylsulfinyl, d-C 6 alkylsulfonyl, Ci-Cehaloalkylsulfonyl, aminosulfonyl, Cι-C 2 alkylaminosulfonyl, C 2 -C dialkylaminosulfonyl, Cι-C 3 alkyiene-R 5 o, NR 5 ιR 52 , halogen, cyano, nitro, phenyl and benzylthio, where phenyl and benzylthio for their part may be substituted on the phenyl ring by Cι-C 3 alkyl, Cι-C 3 haioalkyl, Cι-C 3 alkoxy, Cι- C 3 haloalkoxy, halogen, cyano or nitro, and where substituents on the nitrogen in the heterocyclic ring are different from halogen; R 50 is d-C 3 alkoxy, C 2 -C 4 alkoxycarbonyl, C -C 3 alkylthio, d-C 3 alkylsulfinyl, Cι-C 3 alkyisulfonyl or phenyl, where phenyl for its part may be substituted by Cι-C 3 alkyl, d-C 3 haloalkyl, Cι-C 3 alkoxy, Cι-C 3 haloalkoxy, halogen, cyano or nitro; R 51 is hydrogen or d-C 6 alkyl; R 52 is Ci-Cealkyl or d-C 6 alkoxy; R 46 , R<M , R 48 , R 49 , R75 and R^ independently of one another are hydrogen or Cι-C alkyl; R 47 , R 45 , 76 and R 78 independently of one another are hydrogen, Cι-Cι 2 alkyl, hydroxyl, Ci- Cealkoxy, C 3 -C 6 alkenyloxy or C 3 -C 6 alkynyioxy; or R^ and R 45 together or R 6 and R 47 together or R 75 and R 76 together or R^ and R 78 together are pyrroϋdino, piperidino, morpholino, thiomorpholino, which may be mono- or polysubstituted by methyl groups; or are the group Q 3 in which R 26 is hydroxyl, O"M + , halogen, cyano, SCN, OCN, d-C 12 alkoxy, Cι-C 4 alkoxycarbonyl-Cι-C alkoxy, Cι-Cι 2 alkylthio, Cι-C 12 alkylsulfinyl, Cι-C 12 alkylsulfonyl, d-Cι 2 haloalkylthio, C1-C12 haloalkylsulfinyl, Cι-Cι 2 haloalkylsulfonyl, Ci-Cealkoxy-Ci-Cβalkylthio, Cι-C 6 alkoxy-d-C 6 alkylsuifinyl, d-Cealkoxy-Ci-Cealkylsulfonyl, C 2 -C 12 alkenylthio, C 2 -Cι 2 alkenylsulfinyl, C 2 -Cι 2 alkenylsulfonyl, C 2 -Cι 2 alkynylthio, C 2 -Cι 2 alkynylsulfinyl, C 2 -Cι 2 alkynylsulfonyl, C 2 -C 12 haloalkenylthio, C 2 -Cι 2 haloalkenylsulfinyl, C 2 -Cι 2 haloalkenylsulfonyl, Cι-C 4 alkoxycarbonyl- Cι-C alkylthio, Cι-C 4 alkoxycarbonyl-Cι-C 4 alkylsulfinyl, C C alkoxycarbonyl-Cι- C 4 alkylsulfonyl, (Cι-C alkoxy) 2 P(O)O, Cι-C 4 alkyl-(Cι-C 4 alkoxy)P(O)O, H(C C 4 alkoxy)P(O)O, Rss ^ , R 79 R 80 NNH-, R 55 R56NC(O)O-, R 8 ιR 82 NC(O)NH-, d-C 4 alkyl-S(O) 2 NR 5 7, C,-C 4 haioalkyl-S(O) 2 NR 5 β, Cι-C 4 alkyl-S(O) 2 O, Cι-C 4 haloalkyl-S(O) 2 O, d-Ci B alkylcarbonyloxy, where the alkyl group may be substituted by halogen, d-C 6 alkoxy, Ci.Cealkylthio or cyano, C 2 -Cι 8 alkenylcarbonyioxy, C 2 -Cι 8 alkynylcarbonyloxy, C 3 -C 6 cycloalkylcarbonyloxy, Cι-Cι 2 alkoxycarbonyloxy, Cι-Cι 2 alkylthiocarbonyloxy, Cι-Cι 2 alkylthiocarbamoyl, d-C 6 alkyl- NH(CS)N(Cι-C 6 alkyl)-NH-, di-Cι-C 6 alkyl-N(CS)N(Cι-C 6 alkyl)-NH-, benzyloxy, benzylthio, benzylsulfinyl, benzylsulfonyl, phenoxy, phenylthio, phenylsulfinyl, phenylsulfonyl, phenylsulfonyloxy or benzoyloxy, where the phenyl groups for their part may each be substituted by Ci-dalkyl, Ci-dhaloalkyl, d-C alkoxy, d-C 4 haloalkoxy, Cι-C 4 alkylcarbonyl, d-dalkoxycarbonyl, d-C 4 alkylamino, di-Cι-C alkyiamino, C C alkylthio, Cι-C 4 alkylsulfinyl, Cι-C 4 alkylsulfonyl, Cι-C alkyl-S(O) 2 O, d-C 4 haloaikylthio, Cι-C 4 haloalkylsulfinyl, Cι-C 4 haloalkylsulfonyl, d-C 4 haloalkyl-S(O) 2 O, C C 4 alkyl-S(O) 2 NH, Cι-C 4 alkyl-S(O) 2 N(Cι-C 4 alkyl), halogen, nitro or cyano, or a group Arn-thio, Ar 12 -sulfinyl, Arι 3 -sulfonyl, -OCO-Ar i or NH-A^ 5 in which Arn, Arι 2 , Arι 3 , Arι and Arι 5 independently of one another are a five- to ten-membered monocyclic or fused bicyclic ring system which may be aromatic or partially saturated and may contain 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, and in which each ring system may not contain more than 2 oxygen atoms and not more than two sulfur atoms, and in which the ring system for its part may be mono-, di- or trisubstituted by Cι-C 6 alkyl, Cι-C 6 haloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 haloalkenyl, C 3 -C 6 alkynyl, C 3 -C 6 haloalkynyl, Cι-C 6 alkoxy, d-C 6 haloalkoxy, C 3 -C 6 alkenyloxy, C 3 -C 6 alkynyloxy, mercapto, Ci-Cealkylthio, d-Cehaloalkylthio, C 3 -C 6 alkenylthio, C 3 -C 6 haloalkenylthio, C 3 -C 6 alkynylthio, C 2 -C 5 alkoxyalkylthio, C 3 -C 5 acetylalkylthio, C 3 -C 6 alkoxycarbonylalkylthio, C 2 -C cyanoalkylthio, C C 6 alkylsulfinyl, Cι-C 6 haloalkylsulfinyl, Cι-C 6 alkylsulfonyl, Ci-Cehaloalkylsulfonyl, aminosulfonyl, Cι-C 2 alkyiaminosulfonyl, C 2 -C 4 dialkylaminosulfonyl, C -C 3 alkylene-R 59 , NReo ei, halogen, cyano, nitro, phenyl and benzylthio, where phenyl and benzylthio for their part may be substituted on the phenyl ring by Cι-C 3 alkyl, C -C 3 haloalkyl, Cι-C 3 alkoxy, d- C 3 haloaikoxy, halogen, cyano or nitro, and where substituents on the nitrogen in the heterocyclic ring are different from halogen; R 59 is d-C 3 alkoxy, C 2 -C 4 alkoxycarbonyl, Cι-C 3 alkylthio, d-dalkylsulfinyl, Cι-C 3 alkylsulfonyl or phenyl, where phenyl for its part may be substituted by C C 3 alkyl, Cι-C 3 haloalkyl, Cι-C 3 alkoxy, Cι-C 3 haioalkoxy, halogen, cyano or nitro; R 60 is hydrogen or d-C 6 alkyl; R 6 ι is Cι-C 6 alkyl or d-C 6 alkoxy; R55, 5 3 , R57, R58 . R79 and R 8 ι independently of one another are hydrogen or Ci-dalkyl; Rse, M , RBO and R 82 independently of one another are hydrogen, Ci-Cealkyl, hydroxyl, d- Cι 2 alkoxy, C 3 -C 6 alkenyloxy or C 3 -C 6 alkynyloxy; or R 53 and R M together or R 55 and R^ together or R 79 and R 80 together or R 8 ι and R 82 together are pyrrolidino, piperidino, morpholino, thiomorpholino, which may be mono- or polysubstituted by methyl groups; R 29 is hydrogen, Cι-C 6 alkyl, d-dalkylcarbonyl, Cι-C 4 alkoxycarbonyl, (C C alkyl)NHCO, phenylaminocarbonyi, benzylaminocarbonyi or (Cι-C 4 alkyl) 2 NCO, where the phenyl and benzyl groups for their part may each be substituted by Cι-C 4 alkyl, Ci-dhaloalkyl, Cι-C alkoxy, Cι-C haloalkoxy, d-C 4 alkylcarbonyl, d-C alkoxycarbonyl, d-C 4 alkylamino, di-Cι-C 4 alkylamino, Cι-C 4 alkylthio, Cι-C 4 alkylsulfinyl, Cι-C alkylsulfonyl, Cι-C 4 alkyl-S(O) 2 O, C C haloalkylthio, Cι-C 4 haloalkylsulfinyl, Cι-C 4 haloalkylsulfonyl, Cι-C 4 haloalkyl-S(O) 2 O, C C 4 alkyl-S(O) 2 NH, d-C 4 alkyl-S(O) 2 N(Cι-C 4 alkyl), halogen, nitro or cyano; or is the group Q 4 in which R 30 is hydroxyl, O " M + , halogen, cyano, SCN, OCN, Cι-Cι 2 alkoxy, Cι-C 4 alkoxycarbonyl-Cι-C 4 alkoxy, Ci-Cealkylthio, Ct-C 12 alkylsulfinyl, Cι-Cι 2 alkyisulfonyl, Cι-Cι 2 haloalkylthio, Cι-Cι 2 haloalkylsulfinyl, Cι-Cι 2 haloalkyisulfonyl, Cι-Cβalkoxy-Cι-C 6 alkylthio, Cι-C 6 alkoxy-Cι-C 6 alkylsuifinyl, Cι-C 6 alkoxy-Cι-C 6 alkylsulfonyl, C 2 -d 2 alkenylthio, C 2 -C 2 alkenylsulfinyl, C 2 -Cι 2 alkenylsulfonyl, C 2 -Cι 2 alkynylthio, C 2 -C 12 alkynylsulfinyl, C 2 -Cι 2 alkynylsulfonyl, C 2 -C 12 haloalkenylthio, C 2 -Cι 2 haioalkenylsulfinyl, C 2 -Cι 2 haloalkenyisulfonyl, d-C 4 alkoxycarbonyl- d-C 4 alkylthio, Cι-C 4 alkoxycarbonyl-d-C 4 alkylsulfinyl, Cι-C 4 alkoxycarbonyl-Cι- C 4 alkylsulfonyl, (C r C 4 alkoxy) 2 P(O)O, Cι-C 4 alkyl-(Cι-C 4 alkoxy)P(O)O, H(d- C 4 alkoxy)P(O)O, R 62 63 N, RβsRwNNH-, R 64 R 65 NC(O)O-, R 85 R 86 NC(O)NH-, Cι-C 4 alkyl-S(O) 2 NR 66 , d-C 4 haloalkyl-S(O) 2 NR 67 , d-C 4 alkyl-S(O) 2 O, d-C 4 haloalkyl-S(O) 2 O, d-Cι 8 alkylcarbonyloxy, where the alkyl group may be substituted by halogen, Cι-C 6 alkoxy, Cι-C 6 alkylthio or cyano, C 2 -Cι 8 alkenylcarbonyloxy, C 2 -Cι 8 alkynylcarbonyloxy, C 3 -C 6 cycioalkylcarbonyloxy, Cι-Cι 2 alkoxycarbonyloxy, Cι-Cι 2 alkylthiocarbonyloxy, Cι-Cι 2 alkylthiocarbamoyl, d-C 6 alkyl- NH(CS)N(Cι-C 6 alkyl)-NH-, di-Cι-C 6 alkyl-N(CS)N(C 1 -C 6 alkyl)-NH-, benzyloxy, benzylthio, benzylsulfinyl, benzylsulfonyl, phenoxy, phenylthio, phenylsulfinyl, phenylsulfonyl, phenylsulfonyloxy or benzoyloxy, where the phenyl groups for their part may each be substituted by d-dalkyl, Ci-dhaloalkyl, Cι-C 4 alkoxy, Cι-C haloalkoxy, Cι-C alkylcarbonyl, d-dalkoxycarbonyl, Cι-C alkylamino, di-Cι-C 4 alkylamino, d-C 4 alkylthio, Cι-C 4 alkylsuifinyl, Cι-C 4 alkylsulfonyl, d-C alkyl-S(O) 2 O, d-C 4 haloalkylthio, Cι-C 4 haloalkylsulfinyl, C C 4 haloalkylsulfonyl, Cι-C 4 haioalkyl-S(O) 2 O, d-C 4 alkyl-S(O) 2 NH, Cι-C 4 alkyl-S(O) 2 N(Cι-C 4 alkyl), halogen, nitro or cyano, or a group Arι 6 -thio, Anr-sulfinyl, Arι 8 -sulfonyl, -OCO-Arι 9 or NH-Ar 20 in which Ar 16 , An ? , Arι 8 , Arι 9 and Ar 20 independently of one another are a five- to ten-membered monocyclic or fused bicyclic ring system which may be aromatic or partially saturated and may contain 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, and in which each ring system may not contain more than 2 oxygen atoms and not more than two sulfur atoms, and in which the ring system for its part may be mono-, di- or trisubstituted by Cι-C 6 alkyl, d-C 6 haloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 haloalkenyl, C 3 -C 6 alkynyl, C 3 -C 6 haloalkynyl, Cι-C 6 alkoxy, Cι-C 6 haloalkoxy, C 3 -C 6 alkenyloxy, C 3 -C 6 alkynyioxy, mercapto, d-C 6 alkylthio, Ci-Cehaloalkylthio, C 3 -C 6 alkenylthio, C 3 -C 6 haloalkenylthio, C 3 -C 6 alkynylthio, C 2 -C 5 alkoxyalkylthio, C 3 -C 5 acetylalkylthio, C 3 -C 6 alkoxycarbonylalkylthio, C 2 -C 4 cyanoalkylthio, d- C 6 alkylsulfinyl, Cι-C 6 haloalkylsulfinyl, Cι-C 6 alkylsulfonyl, Ci-Cehaloalkylsulfonyl, aminosulfonyl, Cι-C 2 alkylaminosulfonyl, C 2 -C dialkylaminosulfonyl, Cι-C 3 alkylene-R 68 , NR 69 R 7 o, halogen, cyano, nitro, phenyl and benzylthio, where phenyl and benzylthio for their part may be substituted on the phenyl ring by Cι-C 3 alkyl, d-C 3 haloalkyl, Cι-C 3 alkoxy, d- C 3 haloalkoxy, halogen, cyano or nitro, and where substituents on the nitrogen in the heterocyclic ring are different from halogen; R 68 is d-C 3 alkoxy, C 2 -C 4 alkoxycarbonyl, Cι-C 3 alkylthio, d-C 3 alkylsulfinyl, Cι-C 3 alkylsulfonyl or phenyl, where phenyl for its part may be substituted by Cι-C 3 alkyl, d-C 3 haloalkyl, Cι-C 3 alkoxy, d-C 3 haloalkoxy, halogen, cyano or nitro; R 70 is hydrogen or Ci-dalkyl; R 6 ι is Ci-dalkyl or d-C 6 alkoxy; Re 4 , Re 2 . Ree , ε7, R 83 and R 85 independently of one another are hydrogen or Cι-C alkyl; Res. R63. C M and R 86 independently of one another are hydrogen, Ci-Cealkyl, hydroxyl, d- Cι 2 alkoxy, C 3 -C 6 alkenyloxy or C 3 -C 6 alkynyloxy; or R 62 and R 63 together or R M and R 65 together or R 83 and R 84 together or R 85 and R 86 together are pyrrolidino, piperidino, morpholino, thiomorpholino, which may be mono- or polysubstituted by methyl groups; R 33 and R^ independently of one another are hydrogen, Cι-C alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, d-C 4 alkoxycarbonyl, Cι-C 6 alkylthio, d-C 6 alkylsulfinyl, Cι-C 6 alkylsulfonyl, Cι-C 4 alkyl-NHS(O) 2 , Cι-C 4 haloalkyl, -NH-d-C 4 alkyl, -N(Cι-C 4 alkyl) 2 , d-C 6 alkoxy or phenyl, which for its part may be substituted by Cι-C alkyl, Cι-C 4 haloalkyl, Cι-C 4 alkoxy, Cι-C haloalkoxy, d-dalkylcarbonyl, Cι-C alkoxycarbonyl, amino, Cι-C alkylamino, di-Cι-C 4 alkylamino, d-C 6 alkylthio, d-dalkyisulfinyl, d-C 6 alkylsulfonyl, C C 4 alkyl-S(O) 2 O, d-C 4 haloalkylthio, d-C haloalkyisulfinyl, Cι-C haloalkylsulfonyl, Cι-C haloalkyl-S(O) 2 O, d-C 4 alkyl-S(O) 2 NH, d-C alkyl-S(O) 2 N(CrC 4 alkyl), halogen, nitro, COOH or cyano; or R 33 and R^ together form a C 2 - dalkylene bridge; and R 35 is hydrogen, Cι-C 6 alkyl, C 3 -C 6 alkenyl, C 3 -C 6 alkynyl or benzyl, which for its part may be substituted by halogen, methyl or methoxy, or is Cι-C 4 alkoxycarbonyl or phenyl, which for its part may be substituted by Cι-C 4 alkyl, Ci-dhaloalkyl, d-C 4 alkoxy, d-C haloalkoxy, d-d alkylcarbonyl, Cι-C 4 alkoxycarbonyl, amino, Cι-C 4 alkylamino, di-Cι-C 4 alkylamino, Cι-C 4 alkylthio, Cι-C alkyl sulfin yl. C C^lkylsulfonyl, C,-C 4 alkyl-S(O) 2 O, C,-C 4 haloalkylthio, Cι-C 4 haloalkylsulfinyl, Ci-dhaloalkylsulfonyl, C 1 -C haloalkyl-S(O) 2 O, C,-C 4 alkyl-S(O) 2 NH, Cι-C 4 alkyl-S(O) 2 N(d-C 4 alkyl), halogen, nitro, COOH or cyano; or is the group Q 5 in which Z is S, SO or SO 2 ; R 01 is hydrogen, Crdalkyl, d-C 8 alkyl substituted by halogen, Cι-C 4 alkoxy, d-C 4 alkylthio, d-C 4 alkylsulfonyl, d-C 4 alkylsulfinyl, -CO 2 R 02 , -COR 03 , -COSR M , -NRosRoe , CONR 036 Ro37θr phenyl, which for its part may be substituted by Cι-C alkyl, d-C 6 haloalkyl, Cι-C alkoxy, Cι- C haloalkoxy, C 2 -C 6 alkenyl, C 3 -C 6 alkynyl, C 3 -C 6 alkenyloxy, C 3 -C 6 alkynyloxy, halogen, nitro, cyano, -COOH, COOCi-dalkyl, COOphenyl, Cι-C alkoxy, phenoxy, (Cι-C 4 alkoxy)-Cι-C alkyl, (Cι-C 4 alkylthio)-C C 4 alkyl, (Cι-C 4 alkylsulfinyl)-Cι-C 4 alkyl, (d-C alkylsulfonyl)-d-C 4 alkyl, NHSO 2 -d-C 4 alkyl, NHSO 2 -phenyl, N(Cι-C 6 alkyl)SO 2 -Cι-C 4 alkyl, N(C C 6 alkyl)SO 2 - phenyl, N(C 2 -C 6 alkenyl)SO 2 -Cι-C 4 alkyl, N(C 2 -C 6 alkenyl)SO 2 -phenyl, N(C 3 -C 6 alkynyl)SO 2 -d- C 4 alkyl, N(C 3 -C 6 alkynyl)SO 2 -phenyl, N(C 3 -C 7 cycloalkyl)SO 2 -d-C alkyl, N(C 3 -C 7 cycloalkyl)SO 2 -phenyl, N(phenyl)SO 2 -C -C 4 alkyl, N(phenyl)SO 2 -phenyl, OSO 2 -C r C alkyl, CONR 25 R 26 , OSO 2 -C C 4 haloalkyl, OSO 2 -phenyl, d-C 4 alkylthio, d-C 4 haloalkylthio, phenylthio, Cι-C 4 alkylsulfonyl, Cι-C 4 haloalkylsulfonyl, phenylsulfonyl, d-C 4 alkylsulfinyl, Cι- C haloalkylsulfinyl, phenylsulfinyl, d-C alkylene-phenyl or -NR 0 sCO 2 Ro 2 ; or R0 1 is C 2 -C 8 alkenyl or C 2 -C 8 alkenyl substituted by halogen, d-C 4 alkoxy, d-C 4 alkylthio, Cι-C 4 alkylsulfonyl, d-C 4 alkylsulfinyl, -CONR 032 R 0 33, cyano, nitro, -CHO, -CO 2 Ro3β, -COR039, -COS-Cι-C 4 alkyl, -NR 034 R 03 5 or phenyl which for its part may be substituted by Cι-C alkyl, d-Cehaioalkyl, d-dalkoxy, d-C 4 haloalkoxy, C 2 -C 6 alkenyl, C 3 -C 6 alkynyl, C 3 -C 6 alkenyioxy, C 3 -C 6 alkynyloxy, halogen, nitro, cyano, -COOH, COOCι-C alkyl, COOphenyl, d-C alkoxy, phenoxy, (Cι-C 4 alkoxy)-d-C 4 alkyl, (Cι-C 4 alkylthio)-C r C 4 alkyl, (Cv;C 4 alkylsulfinyl)-Cι-C 4 alkyl, (Cι-C 4 alkylsulfonyl)-d-C 4 alkyl, NHSO 2 -C,-C 4 alkyl, NHSO 2 -phenyl, N(d-C 6 alkyl)SO 2 -d-C 4 alkyl, N(d-C 6 alkyl)SO 2 -phenyl, N(C 2 -C 6 alkenyl)SO 2 -d-C 4 alkyl, N(C 2 -C 6 alkenyl)SO 2 -phenyl, N(C 3 -C 6 alkynyl)SO 2 -Cι-C 4 alkyl, N(C 3 -C 6 alkynyl)SO 2 -phenyl, N(C 3 -C 7 cycloalkyl)SO 2 -d-C 4 alkyl, N(C 3 -C 7 cycloalkyl)SO 2 -phenyl, N(phenyl)SO 2 -d-C alkyl, N(phenyl)SO 2 -phenyl, OSO 2 - C C 4 alkyl, CONRwoRcm, OSO 2 -Cι-C haloalkyl, OSO 2 -phenyl, Cι-C 4 alkylthio, Cι-C 4 haloalkylthio, phenylthio, Ci-dalkylsu'fony 1 . Cι-C 4 haloalkyl- ulfon y | ' phenylsulfonyl, d-d alkylsuifinyl, d-C 4 haloalkylsulfinyl, phenylsulfinyl, Cι-C alkylene-phenyl or -NR 0 3 CO 2 R 042 ; or R 01 is C 3 -C 6 alkynyl or C 3 -C 6 alkynyl substituted by halogen, Ci-dhaloalkyl, cyano, -CO 2 R 044 or phenyl, which for its part may be substituted by Cι-C alkyl, Ci-dhaloalkyl, d-d alkoxy, d-C haloalkoxy, C 2 -C 6 alkenyl, C 3 -C 6 alkynyl, C 3 -C 6 alkenyloxy, C 3 -C 6 alkynyloxy, halogen, nitro, cyano, -COOH, COOCi-dalkyl, COOphenyl, d-C 4 alkoxy, phenoxy, (d-d alkoxy)-Cι-C 4 alkyl, (Cι-C alkylthio)-Cι-C alkyl, (C C 4 alkyisulfinyl)-C,-C 4 alkyl, (Cι-C 4 alkylsulfonyl)-d-C 4 alkyl, NHSO 2 -Cι-C 4 alkyl, NHSO 2 -phenyl, N(d-C 6 alkyl)SO 2 -Cι-C 4 alkyl, N(Cι-C 6 alkyl)SO 2 -phenyl, N(C 2 -C 6 alkenyl)SO 2 -d-C 4 alkyl, N(C 2 -C 6 alkenyl)SO 2 -phenyl, N(C 3 - C 6 alkynyl)SO 2 -Cι-C 4 alkyl, N(C 3 -C 6 alkynyl)SO 2 -phenyl, N(C 3 -dcycloalkyl)SO 2 -Cι-C 4 alkyl, N(C 3 -C 7 cycloalkyl)SO 2 -phenyl, N(phenyl)SO 2 -C C alkyl, N(phenyl)SO 2 -phenyl, OSO 2 -Cι-C 4 alkyl, CONR 028 Ro 2 9. OSO 2 -Cι-C haloalkyl, OSO 2 -phenyl, Cι-C alkylthio, Cι-C 4 haloalkylthio, phenylthio, d-C alkylsulfonyl, Cι-C haloalkylsulfonyl, phenylsulfonyl, Cι-C 4 alkylsulfinyl, Ci- C 4 haloalkylsulfinyl, phenylsulfinyl, C r C alkylene-phenyl or -NR 03 ιCO 2 R 03 o; or R 01 is C 3 -C 7 cycloalkyl, C 3 -C 7 cycloalkyl substituted by Cι-C 4 alkyl, Cι-C alkoxy, Cι-C alkylthio, Cι-C 4 alkyisulfinyl, d-C alkyisulfonyl or phenyl, which for its part may be substituted by halogen, nitro, cyano, Cι-C 4 alkoxy, Ci-dhaioalkoxy, Cι-C 4 alkylthio, d- C haloalkylthio, Cι-C 4 alkyl and Cι-C haloalkyl; or R01 is CrC 4 alkylene-C 3 -C cycloalkyl, phenyl, or phenyl which is substituted by d-C alkyl, Ci-dhaloalkyl, Cι-C 4 alkoxy, Cι-C haloalkoxy, C 2 -C 6 alkenyl, C 3 -C 6 alkynyl, C 3 -C 6 alkenyloxy, C 3 -C 6 alkynyloxy, halogen, nitro, cyano, -COOH, COOCi-dalkyl, COOphenyl, Cι-C 4 alkoxy, phenoxy, (d-dalkoxyj-d-dalkyl, (Cι-C 4 alkylthio)-Cι-C 4 alkyl, (Cι-C 4 alkylsulfinyl)-d-C alkyl, (Cι-C 4 alkylsulfonyl)-Cι-C 4 alkyl, NHSO 2 -Cι-C 4 alkyl, NHSO 2 -phenyl, N(d-C 6 alkyl)SO 2 -C,-C 4 alkyl, N(d-C 6 alkyl)SO 2 -phenyl, N(C 2 -C 6 alkenyl)SO 2 -C r C 4 alkyl, N(C 2 -C 6 alkenyl)SO 2 -phenyl, N(C 3 -C 6 aikynyl)SO 2 -Cι-C 4 alkyl, N(C 3 -C 6 alkynyl)SO 2 -phenyl, N(C 3 -C 7 cycloalkyl)SO 2 -Cι-C 4 alkyl, N(C 3 -C 7 cycloalkyl)SO 2 -phenyl, N(phenyl)SO 2 -Cι-C alkyl, N(phenyl)SO 2 -phenyl, OSO 2 - Cι-C alkyl, CONRwsRwe, OSO 2 -d-C 4 haloalkyl, OSO 2 -phenyl, Cι-C 4 alkylthio, d-C 4 haloalkylthio, phenylthio, d-C alkylsulfonyl, Cι-C 4 haloalkyisulfonyl, phenylsulfonyl, Cι-C alkylsuifinyl, d-C haloalkylsulfinyl, phenylsulfinyl, or -NR 0 8 CO 2 R(j 4 7; or R0 1 is Cι-C 4 alkylene-phenyl, COR07 or 4-6-membered heterocyclyl; Ro 2 . o3β. Rtw and Roββ independently of one another are hydrogen, Ci-dalkyl, phenyl, or phenyl which is substituted by Ci-dalkyl, Ci-dhaloalkyl, d-C alkoxy, d-C haloalkoxy, C 2 - dalkenyl, C 3 -C 6 alkynyl, C 3 -C 6 alkenyloxy, C 3 -Cealkynyloxy, halogen, nitro, cyano, -COOH, COOCι-C 4 alkyl, COOphenyl, C,-C 4 alkoxy, phenoxy, (C,-C 4 alkoxy)-Cι-C 4 alkyl, (d-C 4 alkylthio)-Cι-C 4 alkyl, (Cι-C 4 alkylsulfinyl)-Cι-C 4 alkyl, (Cι-C 4 alkylsulfonyl)-Cι-C alkyl, NHSO 2 - Cι-C 4 alkyl, NHSO 2 -phenyl, N(C 1 -C 6 alkyl)SO 2 -Cι-C 4 alkyl, N(Cι-C 6 alkyl)SO 2 -phenyl, N(C 2 -C 6 alkenyl)SO 2 -Cι-C 4 alkyl, N(C 2 -C 6 alkenyl)SO 2 -phenyl, N(C 3 -C 6 alkynyl)SO 2 -d-C alkyl, N(C 3 -C 6 alkynyl)SO 2 -phenyl, N(C 3 -C 7 cycioalkyl)SO 2 -Cι-C 4 alkyl, N(C 3 -C 7 cycioalkyl)SO 2 -phenyl, N(phenyl)SO 2 -Cι-C 4 alkyl, N(phenyl)SO 2 -phenyl, OSO 2 -Cι-C 4 alkyl, CONRo 49 Ro5o, OSO 2 -Cι- d haloalkyl, OSO 2 -phenyl, d-C alkylthio, d-C haloalkylthio, phenylthio, d-C alkylsulfonyl, Cι-C 4 haloalkylsulfonyl, phenylsulfonyl, Cι-C alkylsulfinyl, Cι-C 4 haloalkylsulfinyl, phenylsulfinyl, Ci-dalkylene-phenyl or -NR 0 5 2 CO 2 Ros 3 ; Ro 3 . R 039 and Rc« 7 independently of one another are d-C alkyl, phenyl or phenyl which is substituted by d-C 4 alkyl, Ci-dhaloalkyl, Crdalkoxy, Cι-C haloalkoxy, C 2 -C 6 alkenyl, C 3 -C 6 alkynyl, C 3 -C 6 alkenyloxy, C 3 -C 6 alkynyloxy, halogen, nitro, cyano, -COOH, COOCi-dalkyl, COOphenyl, d-dalkoxy, phenoxy, (Cι-C alkoxy)-Cι-C 4 alkyl, (Cι-C 4 alkylthio)-d-C 4 alkyl, (Cι-C 4 alkylsulfinyl)-Cι-C 4 alkyl, (Cι-C 4 alkylsulfonyl)-Cι-C 4 alkyl, NHSO 2 -Cι-C 4 alkyl, NHSO 2 - phenyl, N(d-C 6 alkyl)SO 2 -Cι-C 4 alkyl, N(Cι-C 6 alkyl)SO 2 -phenyl, N(C 2 -C 6 alkenyl)SO 2 -d- C 4 alkyl, N(C 2 -C 6 alkenyl)SO 2 -phenyl, N(C 3 -C 6 alkynyl)SO 2 -d-C 4 alkyl, N(C 3 -C 6 alkynyl)SO 2 - phenyl, N(C 3 -C 7 cycloalkyl)SO 2 -d-C 4 alkyl, N(C 3 -C 7 cycloalkyl)SO 2 -phenyl, N(phenyl)SO 2 -d- C alkyl, N(phenyl)SO 2 -phenyl, OSO 2 -Cι-C 4 alkyl, CONR 070 Ro 5 . OSO 2 -Cι-C 4 haloalkyl, OSO 2 - phenyl, Cι-C 4 alkylthio, Cι-C 4 haioalkylthio, phenylthio, Cι-C 4 alkyisulfonyl, d- C haloalkylsulfonyl, phenylsulfonyl, C C 4 alkylsulfinyl, Cι-C haloalkylsulfinyl, phenylsulfinyl, d-C 4 alkylene-phenyl or -NR 0 5eCO 2 Ro5 5 ; R M is Cι-C alkyl; R 05 is hydrogen, Ci-dalkyl, C 2 -C 6 alkenyl, C 3 -C 6 alkynyl, C 3 -C 7 cycloalkyl, phenyl or phenyl which is substituted by Cι-C 4 alkyl, Cι-C 6 haloalkyl, d-C 4 alkoxy, Cι-C 4 haloalkoxy, C 2 -C 6 alkenyl, C 3 -C 6 alkynyl, C 3 -C 6 alkenyloxy, C 3 -C 6 alkynyloxy, halogen, nitro, cyano, -COOH, COOd-dalkyl, COOphenyl, d-C 4 alkoxy, phenoxy, (Cι-C 4 alkoxy)-Cι-C 4 alkyl, (C,-C alkylthio)-Cι-C 4 alkyl, (Cι-C 4 alkylsulfinyl)-d-C 4 alkyl, (Cι-C 4 alkylsulfonyl)-C,-C 4 alkyl, NHSO 2 - Cι-C 4 alkyl, NHSO 2 -phenyl, N(d-C 6 alkyl)SO 2 -Cι-C 4 alkyl, N(d-C 6 alkyl)SO 2 -phenyl, N(C 2 -C 6 alkenyl)SO 2 -Cι-C 4 alkyl, N(C 2 -C 6 alkenyl)SO 2 -phenyl, N(C 3 -C 6 alkynyl)SO 2 H, N(C 3 -C 6 alkynyl)SO 2 -d-C 4 alkyl, N(C 3 -C 6 alkynyl)SO 2 -phenyl, N(C 3 -C 7 cycloalkyl)SO 2 H, N(C 3 -C 7 cycloalkyl)SO 2 -Cι-C 4 alkyl, N(C 3 -C 7 cycloalkyl)SO 2 -phenyl, N(phenyl)SO 2 -d-C alkyl, N(phenyl)SO 2 -phenyl, OSO 2 -Cι-C alkyl, CONR 057 R 0 s8, OSO 2 -Cι-C 4 haloalkyl, OSO 2 -phenyl, d-C 4 alkylthio, Cι-C 4 haloalkylthio, phenylthio, Cι-C alkylsulfonyl, d-C 4 haloalkylsuifonyl, phenylsulfonyl, Cι-C 4 alkylsulfinyl, d-C haloalkylsulfinyl, phenylsulfinyl, Cι-C 4 alkylene- phenyl or - RoeoCO 2 Ro59; Roe is hydrogen, Cι-C 4 alkyl, C 2 -C 6 alkenyl, C 3 -C 6 alkynyl, C 3 -C 7 cycloalkyl, phenyl or phenyl which is substituted by Cι-C 4 alkyl, Cι-C 6 haioalkyl, Cι-C 4 alkoxy, Cι-C haloalkoxy, C 2 -C 6 alkenyl, C 3 -C 6 alkynyl, C 3 -C 6 alkenyloxy, C 3 -C 6 alkynyloxy, halogen, nitro, cyano, -COOH, COOd-dalkyl, COOphenyl, Cι-C alkoxy, phenoxy, (Cι-C 4 alkoxy)-Cι-C 4 alkyl, (Cι-C alkylthio)-Cι-C 4 alkyl, (Cι-C 4 alkylsulfinyl)-Cι-C 4 alkyl, (Cι-C 4 alkylsulfonyl)-Cι-C 4 alkyl, NHSO 2 - Cι-C 4 alkyl, NHSO 2 -phenyl, N(d-C 6 alkyl)SO 2 -Cι-C 4 alkyl, N(C,-C 6 alkyl)SO 2 -phenyl, N(C 2 -C 6 alkenyl)SO 2 -C r C 4 alkyl, N(C 2 -C 6 alkenyl)SO 2 -phenyl, N(C 3 -C 6 alkynyl)SO 2 -Cι-C 4 alkyl, N(C 3 -C 6 alkynyl)SO 2 -phenyl, N(C 3 -C 7 cycloalkyl)SO 2 -C C alkyl, N(C 3 -C 7 cycloalkyl)SO 2 -phenyl, N(phenyl)SO 2 -Cι-C alkyl, N(phenyl)SO 2 -phenyl, OSO 2 -Cι-C alkyl, CONRoeιRo 62 , OSO 2 -d- C 4 haloalkyl, OSO 2 -phenyl, Cι-C 4 alkylthio, Cι-C haloalkylthio, phenylthio, Cι-C 4 alkylsulfonyl, Cι-C 4 haloalkylsulfonyl, phenylsulfonyl, d-C 4 alkylsuifinyl, Cι-C haloalkylsulfinyl, phenylsulfinyl, Cι-C 4 alkylene-phenyl or -NR 064 CO 2 Ro 63 ; R 07 is phenyl, substituted phenyl, Cι-C 4 alkyl, Cι-C alkoxy or - RoβRo 9 ; ROB and R 09 independently of one another are Cι-C 4 alkyl, phenyl or phenyl which is substituted by halogen, nitro, cyano, Cι-C alkyl, d-C alkoxy, d-C thioalkyl, -CO 2 Ro 66 . -CORoe 7 , d-dalkylsulfonyl, Cι-C alkylsulfinyl, Cι-C 4 haloalkyl; or R 08 and R 09 together form a 5-6-membered ring which may be interrupted by oxygen, NRoβs or S, Roi5, Ro3i. M3. MS, RO5 2 , Rose. Roβo and R 064 independently of one another are hydrogen, Cι-C alkyl, C 2 -C 6 alkenyl, C 3 -C 6 alkynyl or C 3 -C 7 cycloalkyl; Rθ25, Rθ 2 6. Rθ27, Rθ 2 8, Rθ 2 9. Rθ30r Rθ3 2 , RoM, Rθ3 , Rθ35, Rθ36, Rθ37, Rθ-10. ML M 2 , wδ. Rwβ. RM7, w9. ose o53, Ro54» Ross. o57, ossi os9. R061 , Ro6 2 , o63ι Roes and R070 independently of one another are hydrogen, Cι-C alkyl, C 2 -C 6 alkenyl, C 3 -C 6 alkynyl, C 3 -C 7 cycloalkyl, phenyl, or phenyl which is substituted by halogen, nitro, cyano, d-C 4 alkoxy, Ci- dhaioalkoxy, Cι-C 4 alkylthio, Cι-C 4 haloalkylthio, Cι-C 4 alkyl or Cι-C 4 haloalkyl; and R 36 is Cι-C 4 alkyl, Cι-C haloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 haloalkenyl, C 3 -C 6 alkynyl, C 3 -C 6 haloalkynyl, C 3 -C 6 cycloalkyl or C 3 -C 6 cycloalkyl which is substituted by halogen, d-C 4 alkyl, d-dhaloaikyl, C 3 -C 6 alkenyl, C 3 -C 6 haloalkenyl, C 3 -C 6 alkynyl, C 3 -C 6 haloalkynyl, Cι-C 4 alkoxycarbonyl, d-C 4 alkylthio, d-C alkylsulfinyl, d-dalkylsulfonyΛ, d-C haloalkylthio, C dhaloalkylsulfinyl, C 1 -C 4 haloalkylsulfonyl, d-C alkylcarbonyl, di-Cι-C alkylamino, Cι-C 4 alkoxy, d-C 4 haloalkoxy, Cι-C 4 alkyl-S(O) 2 O, Cι-C 4 haloalkyl-S(O) 2 O or phenyl which for its part may be substituted by halogen, Cι-C alkyl, Ci-dhaloalkyl, C 3 -C 6 alkenyl, C 3 -C 6 alkynyl, cyano, nitro or COOH; and agronomically acceptable salts M * and all stereoisomers and tautomers of the compounds of the formula I. 2. A compound of the formula Ha in which Qa is hydroxyl, halogen, cyano or a group -CH 2 (CO)R 3 6 or R b is hydrogen, Cι-C alkyl or halogen; R f is trifiuoromethyl, difluorochloromethyl, pentafluoroethyl, heptafluoro-n-propyl or trichloromethyl; R a is Cι-C 3 alkyl, Cι-C 3 haloalkyl, C 3 .C cycloalkyl, Cι-C 2 alkoxy-Cι-C alkyl , C C 2 alkythiomethyl, hydroxyl, halogen, cyano, Cι-C 3 alkoxy, Cι-C 3 haloalkoxy, allyloxy, propargyloxy, d-C 3 alkylthio, d-C 3 alkylsulfinyl, d-C 3 alkylsulfoπyl or Cι-C 3 alkylsulfonyloxy, and R 0 i and R 36 are defined as under group Q 5 of the formula I, except for the compounds 2,6-bis-trifluoromethylnicotinic acid, 2,6-bis-trifluoromethyl-5-methoxynicotinic acid and 2- hydroxy-6-trifluoromethylnicotinic acid. 3. A compound of the formula lib in which Qb is hydroxyl, halogen, cyano, or a group -CH 2 (CO)R 99 or R 99 is Cι-C 4 alkyl, Cι-C haloalkyl, C 3 -C cycloalkyl or Cι-C alkoxy; Rf is trifiuoromethyl, difluorochloromethyl, pentafluoroethyl or heptafluoro-n-propyl; and R c is Cι-C 3 alkyl, Cι-C 3 haloalkyl, Cι-C 2 alkoxymethyl, d-C 2 alkylthiomethyl, hydroxyl, halogen, cyano, Cι-C 3 alkoxy, Cι-C 3 haloalkoxy, allyloxy, propargyloxy, Cι-C 3 alkylthio, Cι-C 3 alkylsuifinyl, C C 3 alkylsulfonyl or Cι-C 3 alkylsulfonyloxy and R 0 ι is as defined under formula I. 4. A herbicidal and plant-growth-inhibiting composition, which contains a herbicidally effective amount of a compound of the formula I on an inert carrier. 5. A method for controlling undesirable plant growth, wherein a herbicidally effective amount of an active compound of the formula I or a composition which contains this active compound is applied to the plants or their habitat. 6. A method for inhibiting plant growth, wherein a herbicidally effective amount of an active compound of the formula I or a composition which contains this active compound is applied to the plants or their habitat. 7. The use of a composition according to claim 4 for controlling undesirable plant growth.

Inventors: DE MESMAEKER ALAIN, EDMUNDS ANDREW, KUNZ WALTER, LUETHY CHRISTOPH, SCHAETZER JUERGEN, SECKINGER KARL, DE MESMAEKER, ALAIN, EDMUNDS, ANDREW, KUNZ, WALTER, LUETHY, CHRISTOPH, SCHAETZER, JUERGEN, SECKINGER, KARL
Applicants: EDMUNDS ANDREW, KUNZ WALTER, LUETHY CHRISTOPH, MESMAEKER ALAIN DE, NOVARTIS AG, NOVARTIS ERFIND VERWALT GMBH, SCHAETZER JUERGEN, SECKINGER KARL, DE MESMAEKER, ALAIN, EDMUNDS, ANDREW, KUNZ, WALTER, LUETHY, CHRISTOPH, NOVARTIS-ERFINDUNGEN VERWALTUNGSGESELLSCHAFT MBH, SCHAETZER, JUERGEN, SECKINGER, KARL
Application year: 1999
Main classification: C07D213
IPC codes: A01N43, A01N47, C07D213, C07D401, C07D405, C07D413, C07D417