Fungicidal azocyclic amides
Disclosed are compounds of Formulae 1, 1A, 1B and 1C including all geometric and stereoisomers, N-oxides, and salts thereof, wherein R 1 , R 2 , R 4a1 , R 4a2 , A, A a , G, M, W, Z 1 , Z 3 , X, J, J 1 and n are as defined in the disclosure. Also disclosed are compositions containing the compounds of Formula 1 and methods for controlling plant disease caused by a fungal pathogen comprising applying an effective amount of a compound or a composition of the invention.
1. A compound selected from Formula 1B, an N-oxide and salt thereof
wherein
each R 4a1 and R 4a2 is independently C 1 -C 3 alkyl, C 2 -C 3 alkenyl, C 2 -C 3 alkynyl, cyclopropyl, C 1 -C 3 haloalkyl, C 2 -C 3 haloalkenyl, C 2 -C 3 haloalkynyl, halocyclopropyl, halogen, cyano, nitro, C 1 -C 2 alkoxy, C 1 -C 2 haloalkoxy, C 1 -C 2 alkylthio, C 1 -C 2 haloalkylthio, C 2 -C 3 alkoxyalkyl, C 2 -C 3 alkylcarbonyl, C 2 -C 3 alkoxycarbonyl, C 2 -C 3 alkylaminocarbonyl or C 3 -C 4 dialkylaminocarbonyl; and
Z 3 is CN or C(═S)NH 2 .
2. A compound of claim 1 wherein
each R 4a1 and R 4a2 is independently C 1 -C 3 alkyl, C 1 -C 3 haloalkyl, halogen, cyano, C 1 -C 2 alkoxy or C 1 -C 2 haloalkoxy.
3. A compound of claim 1 selected from the group consisting of:
1-[2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]-4-piperidinecarbothioamide,
1-[2-[3,5-bis(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]-4-piperidinecarbothioamide,
1-[2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]-4-piperidinecarbonitrile, and
1-[2-[3,5-bis(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]-4-piperidinecarbonitrile.
4. A compound selected from:
1-(2-chloroacetyl)-4-piperidinecarbonitrile and
1-(2-chloroacetyl)-N-(1,1-dimethylethyl)-4-piperidinecarboxamide.