Insecticidal n'-substituted-n,n'-diacylhydrazines

C - Chemistry – Metallurgy – 07 – C

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C07C 243/38 (2006.01) A01N 37/40 (2006.01) A01N 43/24 (2006.01) A01N 43/30 (2006.01) A01N 43/32 (2006.01) C07C 51/367 (2006.01) C07C 65/21 (2006.01) C07C 67/31 (2006.01) C07C 69/92 (2006.01) C07C 251/86 (2006.01) C07C 255/24 (2006.01) C07C 275/28 (2006.01) C07C 311/51 (2006.01) C07C 323/48 (2006.01) C07C 327/56 (2006.01) C07D 207/34 (2006.01) C07D 213/54 (2006.01) C07D 213/87 (2006.01) C07D 241/24 (2006.01) C07D 303/38 (2006.01) C07D 307/58 (2006.01) C07D 307/68 (2006.01) C07D 317/68 (2006.01) C07D 319/18 (

Patent

CA 2103110

Insecticidal compounds having the formula N-(2-R a-3-R b-4-R h-benzoyl)-N'- (2-R c-3-R d-4-R e-5-R f-benzoyl)-N'-R g-hydrazine wherein R a is a halo or lower alkyl; R b is lower alkoxy, optionally substituted with halo (preferably fluoro); R c is selected from hydrogen, halo, lower alkyl, lower alkoxy, lower alkoxy lower alkyl, and nitro; R d, R e and R f are each independently selected from hydrogen, bromo, chloro, fluoro, lower alkyl, lower alkoxy, and lower alkoxy lower alkyl; R g is a (C4- C6)alkyl; R h is hydrogen, lower alkoxy, lower alkyl, or when taken together with R b is methylenedioxy (-OCH2O-), 1,2-ethylenedioxy (-OCH2CH2O-), 1,2-ethyleneoxy (-CH2CH2O-) or 1,3-propyleneoxy (-CH2CH2CH2O-) wherein an oxo atom is located at the R b position; and the substituents R c and R d, or R d and R e, or R e and R f when taken together can be methylenedioxy or 1,2-ethylenedioxy as well as compositions comprising an agronomically acceptable carrier and an insecticidally effective amount of such compounds; and methods of using such compounds and compositions. Also, methods for the production of the compounds and their intermediates, which methods comprise either admixing a 3-amino-2-(substituted)-benzoic acid, sodium nitrite and methanol under acidic conditions or admixing a 3,4-fused heterocyclic benzoic acid and an alkyl lithium reagent followed by subsequent reaction with an electrophilic reagent.

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