Patent NZ-338107-A (NZ)
Title: Pesticidal 1-aryl-3-iminopyrazole compounds
Inventor: MANNING DAVID TREADWAY
IPC: C07D417/12
Filed: 1998-03-09
Abstract: 1-Aryl-3-iminopyrazoles of formula (I) are useful as pesticides especially for controlling arthropods. In formula (I): R31 is H; CN; NO2; NO; SH; alkylthio; NH2; P(O)(OR8)(OR9) or R38; or mono- or di-amino; formyl; alkyl; cycloalkyl; or (cycloalkyl)alkyl; each of which alkyl or cycloalkyl is optionally substituted by one or more R35; or naphthyl or phenyl, each of which is optionally substituted by one or more R36 or R37; or NH-CO-NH-N=CR8R9; NH-CS-NH-N=CR8R9; NH-CO-N R8R9; NH-CS-N R8R9; NH-CO-OR9; NH-CS-OR9; or NH-CO-NH-NH2; R32 is alkyl, cycloalkyl, cycloalkylalkyl, each of which alkyl may be substituted by one or more R35; phenyl optionally substituted by one or more R36 or R37; or R38; R33 is a lone pair of electrons or an oxygen or sulfur atom (when R33 is an oxygen or sulfur atom, it may be linked to the nitrogen atom by a covalent bond or a bond which may be partially covalent and partially ionic) or an alkyl group, the nitrogen atom to which R33 is linked being then in a cationic form N+ (when R33 is thus an alkyl group, the bond between the nitrogen atom and R33 is a simple bond; and the compound of formula (I) is then an iminium salt); or R31 and R33 together form alkylene, wherein one or two of the carbon atoms is each optionally replaced by a heteroatom selected from the group consisting of O, S and N (the specificity of N and the bond between N and R33 then being the same as indicated when R33 is alkyl); R35 is halogen, amino, alkyl amino, dialkylamino, NO2, CN, alkoxy, alkoxycarbonyl, hydroxycarbonyl, alkylcarbonyl, methylene, methylidyne, alkynyl, alkylalkynyl alkyl; alkynyl; or R35 is phenyl optionally substituted by one or more R36; or R35 is a heterocyclic ring having a total of 3 to 7 ring atoms of which 1 to 4 are heteroatoms, said heteroatoms being the same or different and being selected from the group consisting of O, S and N, said heterocyclic ring being saturated or unsaturated and being optionally substituted by one or more R36; or R35 is OH, SH, alkylthio, alkylsulfinyl, alkylsulfonyl, aminocarbonyl, aminocarbonyl, dialkylaminocarbonyl, alkoxycarbonyl, or P(O)(OR8)(OR9); R36 is SF5, halogen, alkyl, hydroxyalkyl, NO2, CN, amino, alkylamino, dialkylamino, dialkylaminocarbonylamino, alkylaminocarbonylamino, aminocarbonylamino, alkylcarbonyl, alkoxycarbonyl, alkylcarbonylamino, alkoxycarbonylamino, aminocarbonyl, dialkylaminocarbonyl, alkylaminocarbonyl, hydroxycarbonyl, aminocarbonyloxy, alkylaminocarbonyloxy, dialkylaminocarbonyloxy, hydroxy, alkoxy, haloalkyl, haloalkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, haloalkylthio, haloalkylsulfinyl, haloalkylsulfonyl, P(O)(OR8)(OR9), alkylalkylcarbonylamino or phenylaminoalkyl; R37 is R36 or phenyl optionally substituted by one or more R36 phenoxy optionally substituted by one or more R36, or benzyl optionally substituted by one or more R36; R38 is a heterocyclic radical derived from a single heterocyclic ring or from a two ring fused heterocyclic system at least one ring of which is heterocyclic, each ring having 3 to 7 ring atoms, each heterocyclic ring having 1 to 4 hetero ring atoms, said hetero ring atoms being the same or different and being selected from the group consisting of O, S and N, each ring being saturated or unsaturated, which heterocyclic radicals can be attached to the nitrogen of the R32-C=N-R31 group at any possible position of the heterocyclic ring and all of which rings may be optionally substituted with one or more R36 or phenyl optionally substituted with one or more R36; R8 and R9 are independently selected from H and alkyl optionally having one or more substituents selected from the group consisting of halogen; NO2, CN, CHO, OH, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkoxycarbonyl, hydroxycarbonyl, and carbamoyl; R4 is R11 or S(O)nR11; R11 is alkyl, cycloalkyl, or cycloalkylalkyl, each of which is optionally substituted by one or more halogen; n is 0, 1 or 2; R5 is H, halogen, CN, S(O)nR8, OR8, NR8~, N(R8)CON(R9)(R8), azido, or -N=C(R10)(OR9); R10 has the same meaning as R8 or is benzyl or phenyl, optionally substituted by one or more R36; Z is N or C-R16; and R12 to R16 are each independently H, halogen, R8, OR8, SF5, S(O)nR8, CN, NO2, CHO, C(O)R8, or COOR8; and pesticidally acceptable salts thereof.