Patent ID: 9206137
Filing Date: 2015-12-08
Classification: A01N,C07D,C07F

Abstract:
1. A (thio)carboxamide derivative of formula (I) in which T represents O (oxygen) or S (sulfur), X 1 and X 2 which can be the same or different, represent a halogen atom; R 1 represents a substituted or non-substituted C 1 -C 8 -alkyl; a C 1 -C 8 -halogenoalkyl having 1 to 5 halogen atoms; a non-substituted or substituted C 3 -C 7 -cycloalkyl; wherein, when substituted, C 3 -C 7 -cycloalkyl is substituted by up to 10 atoms or groups that can be the same or different and that can be selected from the group consisting of halogen atoms, cyano, C 1 -C 8 -alkyl, C 1 -C 8 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different, C 1 -C 8 -alkoxy, C 1 -C 8 -alkoxycarbonyl, C 1 -C 8 -halogenoalkoxycarbonyl comprising up to 9 halogen atoms that can be the same or different, C 1 -C 8 -alkylaminocarbonyl and di-C 1 -C 8 -alkylaminocarbonyl; M represents a phenyl or thiophene ring R 2 represents fluorine, chlorine, methyl, ethyl, methyl isopropyl, methylsulfanyl or trifluoromethyl, n represents 0, 1, 2, 3 or 4 Q represents a direct bond, C 1 -C 4 -alkylene, C 2 -C 4 -alkenylene, O, S, SO, SO 2 , C═O, CF 2 or NR 3 , R 3 represents hydrogen, C 1 -C 8 -alkyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkylsulfanyl-C 1 -C 4 -alkyl, C 2 -C 8 -alkenyl, C 2 -C 8 -alkynyl, C 1 -C 6 -halogenoalkyl, C 2 -C 6 -halogenoalkenyl, C 2 -C 6 -halogenoalkynyl or C 3 -C 6 -cycloalkyl, Z represents Z 1 , Z 2 , Z 3 , Z 4 or Z 5 , Z 1 represents a phenyl which is optionally mono- to pentasubstituted by identical or different substituents W 1 , Z 2 represents pyridinyl which is optionally mono- to trisubstituted by identical or different substituents W 2 , Z 3 represents C 3 -C 7 -cycloalkyl or C 4 -C 10 -bicycloalkyl, each of which is optionally mono- or polysubstituted by identical or different substituents from the group consisting of halogen, alkyl and/or —(CR 4 R 5 ) m SiR 6 R 7 R 8 , Z 4 represents unsubstituted C 1 -C 20 -alkyl or represents C 1 -C 20 -alkyl which is mono- or polysubstituted by identical or different substituents from the group consisting of halogen, alkylsulfanyl, alkylsulfinyl, alkylsulfonyl, alkoxy, alkylamino, dialkylamino, halogenoalkylsulfanyl, halogenoalkylsulfinyl, halogenoalkylsulfonyl, halogenoalkoxy, halogenoalkylamino, di(halogenoalkyl)amino, —SiR 6 R 7 R 8 and C 3 -C 6 -cycloalkyl, where the cycloalkyl moiety for its part may optionally be mono- or polysubstituted by identical or different substituents from the group consisting of halogen and C 1 -C 4 -alkyl Z 5 represents C 2 -C 20 -alkenyl or C 2 -C 20 -alkynyl, each of which is optionally mono- or polysubstituted by identical or different substituents from the group consisting of halogen, alkylsullfanyl, alkylsulfinyl, alkylsulfonyl, alkoxy, alkylamino, dialkylamino, halogenoalkylsullfanyl, halogenoalkylsulfinyl, halogenoalkylsulfonyl, halogenoalkoxy, halogenoalkylamino, di(halogenoalkyl)amino, —SiR 6 R 7 R 8 and C 3 -C 6 -cycloalkyl, where the cycloalkyl moiety for its part may optionally be mono- or polysubstituted by identical or different substituents from the group consisting of halogen and C 1 -C 4 -alkyl, R 4 represents hydrogen or C 1 -C 4 -alkyl, R 5 represents hydrogen or C 1 -C 4 -alkyl, m represents 0, 1, 2 or 3, R 6 and R 7 independently of one another represent hydrogen, C 1 -C 8 -alkyl, C 1 -C 8 -alkoxy, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkylsulfanyl-C 1 -C 4 -alkyl or C 1 -C 6 -halogenoalkyl, R 8 represents hydrogen, C 1 -C 8 -alkyl, C 1 -C 8 -alkoxy, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkylsulfanyl-C 1 -C 4 -alkyl, C 2 -C 8 -alkenyl, C 2 -C 8 -alkynyl, C 1 -C 6 -halogenoalkyl, C 2 -C 6 -halogenoalkenyl, C 2 -C 6 -halogenoalkynyl, C 3 -C 6 -cycloalkyl, or represents in each case optionally substituted phenyl or phenylalkyl; W 1 represents halogen, cyano, nitro, amino, hydroxyl, formyl, carboxy, carbamoyl, thiocarbamoyl; or straight-chain or branched alkyl, hydroxyalkyl, oxoalkyl, alkoxy, alkoxyalkyl, alkylsulfanylalkyl, dialkoxyalkyl, alkylsulfanyl, alkylsulfinyl or alkylsulfonyl having in each case 1 to 8 carbon atoms; or straight-chain or branched alkenyl or alkenyloxy having in each case 2 to 6 carbon atoms; or straight-chain or branched halogenoalkyl, halogenoalkoxy, halogenoalkylsulfanyl, halogenoalkylsulfinyl or halogenoalkylsulfonyl having in each case 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms; or straight-chain or branched halogenoalkenyl or halogenoalkenyloxy having in each case 2 to 6 carbon atoms and 1 to 11 identical or different halogen atoms; or straight-chain or branched alkylamino, dialkylamino, alkylcarbonyl, alkylcarbonyloxy, alkoxycarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, arylalkylaminocarbonyl, or dialkylaminocarbonyloxy having 1 to 6 carbon atoms in the respective hydrocarbon chains, or alkenylcarbonyl or alkynylcarbonyl, having 2 to 6 carbon atoms in the respective hydrocarbon chains; or cycloalkyl or cycloalkyloxy having in each case 3 to 6 carbon atoms; or doubly attached alkylene having 3 or 4 carbon atoms, oxyalkylene having 2 or 3 carbon atoms or dioxyalkylene having 1 or 2 carbon atoms, each of which radicals is optionally mono- to tetrasubstituted by identical or different substituents from the group consisting of fluorine, chlorine, oxo, methyl, trifluoromethyl and ethyl; or the groupings —(CR 4 R 5 ) m SiR 6 R 7 R 8 or —C(Q 2 )═N-Q 3 , in which Q 2 represents hydrogen, hydroxyl or alkyl having 1 to 4 carbon atoms, halogenoalkyl having 1 to 4 carbon atoms and 1 to 9 fluorine, chlorine and/or bromine atoms or cycloalkyl having 1 to 6 carbon atoms and Q 3 represents hydroxyl, amino, methylamino, phenyl, benzyl or represents in each case optionally cyano-, hydroxyl-, alkoxy-, alkylsulfanyl-, alkylamino-, dialkylamino- or phenyl-substituted alkyl or alkoxy having 1 to 4 carbon atoms, or represents alkenyloxy or alkynyloxy having in each case 2 to 4 carbon atoms, and also phenyl, phenoxy, phenylsulfanyl, benzoyl, benzoylethenyl, cinnamoyl, heterocyclyl or phenylalkyl, phenylalkyloxy, phenylalkylsulfanyl or heterocyclylalkyl having in each case 1 to 3 carbon atoms in the respective alkyl moieties, each of which radicals is optionally mono- to trisubstituted in the ring moiety by halogen and/or straight-chain or branched alkyl or alkoxy having 1 to 4 carbon atoms; W 2 represents hydrogen, halogen, cyano, nitro, C 1 -C 6 -alkyl, C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkylsulfanyl, C 1 -C 4 -alkylsulfinyl, C 1 -C 4 -alkylsulfonyl, C 3 -C 6 -cycloalkyl; represents C 1 -C 4 -halogenoalkyl, C 1 -C 4 -halogenoalkoxy, C 1 -C 4 -halogenoalkylsulfanyl, C 1 -C 4 -halogenoalkylsulfinyl, C 1 -C 4 -halogenoalkylsulfonyl having in each case 1 to 5 halogen atoms; represents —SO 2 NR 10 R 11 , —C(═Y)R 12 , —Si(R 13 ) 3 , C 2 -C 4 -alkenylene-Si(R 13 ) 3 , C 2 -C 4 -alkynylene-Si(R 13 ) 3 , —NR 15 R 16 , —CH 2 —NR 15 R 16 , in which Y represents O (oxygen) or S (sulfur), R 10 represents hydrogen, C 1 -C 4 -alkyl or —C(═Y)R 12 , R 11 represents hydrogen, C 1 -C 4 -alkyl or —C(═Y)R 12 , or R 10 and R 11 together with the nitrogen atom to which they are attached form a saturated heterocycle which has 5 to 8 ring atoms and is optionally mono- or polysubstituted by identical or different substituents from the group consisting of halogen and C 1 -C 4 -alkyl, where the heterocycle may contain 1 or 2 further non-adjacent heteroatoms from the group consisting of oxygen, sulfur and NR 14 , R 12 represents hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy or —NR 15 R 16 , R 13 represents hydrogen, C 1 -C 8 -alkyl, C 1 -C 8 -alkoxy, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkylsulfanyl-C 1 -C 4 -alkyl or C 1 -C 6 -halogenoalkyl, where the three radicals R 13 may in each case be identical or different, R 14 represents hydrogen or C 1 -C 6 -alkyl, R 15 represents hydrogen or C 1 -C 4 -alkyl, R 16 represents hydrogen or C 1 -C 4 -alkyl, or R 15 and R 16 together with the nitrogen atom to which they are attached form a saturated heterocycle having 5 to 8 ring atoms which is optionally mono- or polysubstituted by identical or different substituents from the group consisting of halogen and C 1 -C 4 -alkyl, where the heterocycle may contain 1 or 2 further non-adjacent heteroatoms from the group consisting of oxygen, sulfur and NR 14 , where, unless indicated otherwise, a group or a substituent which is substituted according to the invention is substituted by one or more group selected from the group consisting of halogen; nitro, cyano, C 1 -C 12 -alkyl; C 1 -C 6 -haloalkyl having 1 to 9 identical or different halogen atoms; C 1 -C 6 -alkoxy; C 1 -C 6 -haloalkoxy having 1 to 9 identical or different halogen atoms; C 1 -C 6 -alkylsulfanyl; C 1 -C 6 -haloalkylsulfanyl having 1 to 9 identical or different halogen atoms; C 1 -C 6 -alkylsulfonyl; C 1 -C 6 -haloalkylsulfonyl having 1 to 9 identical or different halogen atoms; C 2 -C 12 -alkenyl; C 2 -C 12 -alkynyl; C 3 -C 7 -cycloalkyl; phenyl; tri(C 1 -C 8 )alkylsilyl; tri(C 1 -C 8 )alkylsilyl-C 1 -C 8 -alkyl.