162752-59-2Relevant articles and documents
Methoxyfenozide synthesis process
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Paragraph 0011-0013; 0015; 0017, (2020/01/12)
The invention relates to a methoxyfenozide synthesis process, which comprises: 1) adding 3,5-dimethylbenzoic acid (toluene) into a reaction container, adding thionyl chloride in a dropwise manner, carrying out a heat insulation reaction for 2.5-3.5 h, and removing a solvent under reduced pressure to obtain an intermediate 3,5-dimethylbenzoyl chloride; 2) adding tert-butylhydrazine, an alkaline solution and toluene into a reaction container, cooling, adding di-tert-butyl dicarbonate, separating the water to remove the layer, adding the 3,5-dimethylbenzoyl chloride and an alkaline aqueous solution into the organic layer, adding hydrochloric acid into the reaction mixture, and carrying out a reaction for 18-25 h at a temperature of 30-40 DEG C to obtain N-(3,5-dimethylbenzoyl)-N-tert-butylhydrazine; and 3) adding the N-(3,5-dimethylbenzoyl)-N-tert-butylhydrazine and dichloroethane into the reaction container, adding a dichloroethane solution of 3-methoxy-2-methylbenzoyl chloride in a dropwise manner, slowly heating to a temperature of 18-25 DEG C, and filtering to obtain a filter cake so as to obtain the methoxyfenozide bulk drug. According to the invention, through the optimizing, the high-yield high-quality methoxyfenozide raw material is synthesized, and the synthesis ratio and the mild process conditions are obtained, so that the content and the synthesis yield of the methoxyfenozide bulk drug product are greatly improved; and the obtained methoxyfenozide has characteristics of high efficiency, low toxicity and environmental protection, can meet the insecticidal requirements of various types of pests, and has excellent market application prospect.
A Convenient Synthesis of Novel N′-tert-Butyl-N′-Substituted Benzoyl-N-(Substituted Phenyl)aminocarbonylhydrazines and Their Derivatives
Wang, Qingmin,Huang, Runqiu
, p. 255 - 264 (2007/10/03)
N-tert-butyl-N-substituted benzoylhydrazines were prepared in two convenient procedures with good yields, subsequent reaction with substituted phenylisocyanates in 1,2-dichloroethane provided a series of novel N′-tert-butyl-N‰-substituted benzoyl-N-(substituted phenyl)aminocarbonylhydrazines. Further treatment with oxalyl chloride gave their derivatives in good yields. The title compounds exhibit moderate larvicidal activities and anticancer activities.
Insecticidal N'-substituted-N,N'-diacylhydrazines
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, (2008/06/13)
Insecticidal compounds having the formula N-(2-Ra -3-Rb -4-Rh -benzoyl)-N'-(2-Rc -3-Rd -4-Re -5-Rf -benzoyl)-N'-Rg -hydrazine wherein Ra is a halo or lower alkyl; R b is lower alkoxy, optionally substituted with halo (preferably fluoro); Rc is selected from hydrogen, halo, lower alkyl, lower alkoxy, lower alkoxy lower alkyl, and nitro; Rd, Re and Rf are each independently selected from hydrogen, bromo, chloro, fluoro, lower alkyl, lower alkoxy, and lower alkoxy lower alkyl; Rg is a (C4 -C6)alkyl; Rh is hydrogen, lower alkoxy, lower alkyl, or when taken together with Rb is methylenedioxy (--OCH2 O--), 1,2-ethylenedioxy (--OCH2 CH2 O--), 1,2-ethyleneoxy (--CH2 CH2 O--) or 1,3-propyleneoxy (--CH2 CH2 CH2 O--) wherein an oxo atom is located at the Rb position; and the substituents Rc and Rd, or Rd and Re, or Re and Rf 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.
