TH37268A - Oximino and hydrazono derivatives used to kill insects of N-Benzyl-4-Benz, Hydryl- and N-Benzyl-4-Benz-Hydro-Piperidine - Google Patents

Abstract

DC60 (17/11/41) A novel oxymino and hydrazono derivative of N-benzyl-4-benz-hydryl- and 4-benzhydrol-piperidine and its corresponding N-oxides and agriculturally applicable salts have been discovered to be useful as insecticides. These compounds are represented by the formula I: (chemical formula) (I) where R is hydrogen, halogen, alkyl, alkoxy, dialkylamino; R1 is hydrogen, alkyl, haloalkyl, alkoxyalkyl, alkyl carbonyl and alkylaminocarbonyl; X is free oxygen or NR2; Q is fluoro or hydroxy; Z is halogen, haloalkyl, haloalkoxy, pentathalothio, haloalkylthio. Haloalkyl sulfonyls, haloalkyl sulfonyls, and -OCF2O- are attached to the adjacent carbon atom of the phenyl ring; n is 0 or 1, and where X is NR2, R2 is hydrogen, alkyl, alkyl carbonyl, alkoxycarbonyl, or R1 and R2 combined are -CmH2m, or -C2H4OC2H, - where m is 3-9. Popular compounds are those where R is hydrogen; R1 is alkyl; Q is hydroxyl; X is oxygen; Z is trifluoromethyl or trifluoromethoxy. Currently, novel oximino and hydrazono derivatives specific to N-benzyl-4-benz-hydryryl- and 4-benzhydrol biperidin and their corresponding N-oxides and agriculturally applicable salts have been discovered with potential as insecticides. These compounds are represented by formula I: (chemical formula), where R is hydrogen, halogen, alkyl, alkoxy, dialkylamino; R1 is hydrogen, alkyl, haloalkyl, alkoxyalkyl, alkyl carbonyl, and alkylaminocarbonyl; X is free oxygen, or NR2; Q is fluoro or hydroxy; Z is halogen, haloalkyl, haloalkoxy, pentathalothio, haloalkylthio, haloalkylvalphenyl, haloalkylsulfonyl, and -OcF2O- attached to two adjacent carbon atoms of the phenyl ring; n is 0 or 1. Where X is NR2, R2 is hydrogen, alkyl, alkylcarbonyl, alkoxycarbonyl, or R1 and R2 combined as -CmH2m, or -C2H4OC2H,-, where m is 3-9. The most popular compounds are those where R is hydrogen; R1 is alkyl; Q is hydroxya; X is oxygen; Z is trifluoromethyl or trifluoromethocene.

Claims (9)

1. Compounds with the formula (chemical formula) where R is hydrogen, halogen, alkyl, alkoxy, dialkylamino; R1 is hydrogen, alkyl, haloalkyl, alkoxyalkyl, alkyl carbonyl, and alkylaminocarbonyl; Q is fluoro or hydroxy; X is oxygen or NR2; Z is halogen, haloalkyl, haloalkoxy, pentathalothio, haloalkylthio, haloalkylvalphenyl, haloalkylsulfonyl, and -OcF2O- attached to two adjacent carbon atoms of the phenyl ring; n is 0 or 1; where X is NR2, R2 is hydrogen, alkyl, alkylcarbonyl, alkoxycarbonyl, or R1 and R2 combined may be -CmH2m, or -C2H4OC2H, - where m is 3-9; and agricultural salts. 2. Compounds of claim 1, where R is hydrogen; R1 is alkyl; Q is hydroxyl; X is oxygen; 2 is trifluoromethyl or trifluoronatexy; n is 0 or 1, and their agriculturally usable salts. 3. The compounds of claim 2, namely N-14-ethoxyiminomethyl)phenylmethyl)-4-[bis(4-trifluoromethoxyphenyl)hydroxymethyl]-piperidine N-oxide and its agriculturally viable salts. 4. An insecticide mixture containing the compounds of claim 1 in quantities effective in killing compatible insects and vectors. 5. An insecticide mixture containing the components of Patent 2 in effective concentrations to kill compatible insects and vectors. 6. An insecticide mixture containing the compounds of claim 3 in quantities effective in killing compatible insects and vectors. 7. Insect control methods consisting of the use of a mixture of patent 4 substances in effective insecticidal concentrations at the desired insect control locations. 8. Insect control methods, which involve the use of a mixture of patented compounds in effective insecticidal concentrations at the desired control locations. 9. Insect control methods consisting of the use of a mixture of the 6 patents in an effective insecticidal concentration at the desired control site (9 patents, 1 page, 0 images).