Patent NZ-336419-A (NZ)
Title: 1-aryl-1H-pyrazole-3-carboxaldehyde or -carboximidamide derivatives useful as pesticidal compositions
Inventor: CHENE ALAIN
IPC: C07D/
Filed: 1997-12-18
Abstract: The 1H-pyrazole-3-carboxaldehyde or -carboximidamide derivatives or a geometric isomer, tautomer or pesticidally active salt thereof have the formula (I) wherein: X is -S(O)mR6 or R7; Y is hydrogen, alkenyl, alkynyl, formyl, alkylcarbonyl, cycloalkylcarbonyl, halocycloalkyl, carbonyl, aroyl, arylalkylcarbonyl, alkylsulphonyl, arylsulphonyl, haloalkylcarbonyl, aminoalkylcarbonyl, alkylaminoalkylcarbonyl, dialkylaminoalkylcarbonyl, alkoxyalkylcarbonyl, aryloxyalkylcarbonyl, alkylthioalkylcarbonyl, alkylsulphonylalkylcarbonyl, arylthioalkylcarbonyl, N-alkylcarbamoyl, N-arylcarbamoyl, N-alkylthiocarbamoyl, N-arylthiocarbamoyl, a-hydroxyarylalkylcarbonyl, hydroxyalkylcarbonyl, carboxyalkylcarbonyl, alkoxycarbonylalkylcarbonyl, -P(=O)(O-Alkyl)2, -P(=S)(O-alkyl)2, -P(=O)(S-alkyl)2, -P(=S)(S-alkyl)2, trialkylsilyl, alkylcarbonylaminoalkylcarbonyl, alkylcarbonyloxyalkylcarbonyl, aryl, pyridinyl, pyrimidinyl, -C(=O)S-alkyl, -C(=O)S-aryl, -C(=O)S-alkylaryl, alkoxyalkoxycarbonyl, alkylthioalkoxycarbonyl, alkylsulphonylalkoxycarbonyl, arylthioalkoxycarbonyl, alkoxycarbonyl, aryloxycarbonyl or aryloxycarbonylalkylcarbonyl or optionally substituted alkyl or haloalkyl; Z is hydrogen, halogen, -C(O)R7-, -S(O)nR8, -C(O)OR9, alkyl, haloalkyl, -OR9, -N=C(R10)(R11), alkenyl, hydrazino, alkylthiocarbonyl, 1H-pyrrol-1-yl, 1H-pyrazol-1-yl, -CHO, -CH=NOH, amino, R12NH- or R13R14N-; R1 is hydrogen alkyl or -NR15R16; R2 is hydrogen or halogen; R3 and R5 are independently hydrogen, halogen or alkyl; R4 is halogen haloalkyl, haloalkoxy, R17S(O)p- or SF5; R6 is alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl or cycloalkyl; R7 is alkyl or haloalkyl; R8 is R7 or phenyl; R9 and R10 are independently hydrogen, alkyl or haloalkyl; R11 is alkyl, haloalkyl, alkoxy, or an optionally substituted phenyl group; R12, R13 and R14 are independently R7S(O)r-, formyl, alkynyl, alkoxycarbonyl, alkylthiocarbonyl, aroyl or optionally substituted alkyl, alkenyl or -C(O)alkyl or R13 and R14 together form an alkylene, alkyleneoxyalkylene or alkyleneaminoalkylene radical; R15 and R16 are independently hydrogen or alkyl; R17 is haloalkyl; m, n, p, q, r and s are independently 0 to 2 and M is C-halo, C-CH3, C-CH2F, C-CH2Cl, C-NO2, or N. Also disclosed is a compound of formula (I bis) or a pesticidally acceptable salt thereof wherein: A is -NR26-; Y1 is hydrogen, optionally substituted alkyl, alkenyl, alkynyl, or aryl, or -(O)aR28, -P(O)R29R30, -P(S)R29R30, -Si(R31)(R32)(R33), -C(O)R27, -C(S)R27, cyano or nitro; R19 is hydrogen, alkyl, haloaIkyl or -NR34R35; R20 is -S(O)bR36 or R37; R21 is hydrogen, halogen. -C(O)R38, -S(O)cR39, alkyl, haloalkyl, -OR40, N=C(R41)(R42), alkenyl, -NR43R44, 1H-pyrrol-1-yl, 1H-pyrazol-1-yl, or CH=NOH; R22, R23 and R25 are independently hydrogen, halogen or alkyl; R24 is halogen, haloalkyl, haloalkoxy, -S(O)dR45 or SF5; R26 is hydrogen or optionally substituted alkyl; R27 is hydrogen, optionally substituted alkyl or aryl, -OR46, -NR47R48, or -SR49; R28 is optionally substituted alkyl or aryl; R29 and R30 are independently alkoxy or thioalkoxy; R31, R32 and R33 are in dependently alkyl, haloalkyl or aryl; R34 and R35 are independently hydrogen or optionally substituted alkyl; R36 is optionally halogen substituted alkyl, alkenyl, alkynyl, or  cycloalkyl; R37 is alkyl or haloalkyl; R38 is hydrogen, alkyl, haloalkyl, alkoxy or thioalkoxy; R39 is alkyl, haloalkyl or aryl; R40 and R41 are independently hydrogen, alkyl or haloalkyl; R42 is optionally substituted alkyl, haloalkyl, alkoxy or phenyl; R43 and R44 are independently hydrogen, NH2, -S(O)fR50, -C(O)R51 or optionally substituted alkyl, alkenyl or alkynyl; or R43 and R44 form together a divalent alkylene radical which may be interrupted by one or more heteroatoms selected from oxygen nitrogen and sulphur; R45 is haloalkyl; R46 and R49 are independently optionally substituted alkyl or aryl; R47 and R48 are independently hydrogen. optionally substituted alkyl or aryl: or R47 and R48 may form together a divalent alkylene radical which may be interrupted by one or more heteroatoms; R50 is optionally substituted alkyl; R51 is hydrogen, alkyl, haloalkyl, aryl, alkenyl, -OR52, -SR53, or -NR54R55; R52 and R53 are independently alkyl or haloalkyl; R54 and R55 are independently hydrogen, alkyl, haloalkyl or aryl; a, b, c, d, e and f independently are 0 to 2 and M1 is C-halo, C-CH3, C-CH2F, C-CH2Cl, C-NO2 or N.  A pesticidal composition thereof is disclosed.