39811-17-1Relevant articles and documents
Synthetic method for bifenazate
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, (2019/08/12)
The invention relates to a synthetic method for bifenazate. The method comprises the following specific synthetic sections: step 1, performing nitration: mixing a 4-hydroxybiphenyl solution and a toluene solution under stirring for a reaction, and adding a HNO3 solution dropwise for a reaction to obtain a nitration reaction solution; step 2, performing methylation: mixing the nitration reaction solution and anhydrous sodium carbonate powder for a reaction, and adding a dimethyl carbonate solution dropwise for a reaction to obtain a methylation reaction solution; step 3, performing hydrogenation: throwing the methylation reaction solution, hydrogen gas, and Raney nickel into a reaction kettle for a reaction to obtain a hydrogenation reaction liquid; step 4, performing hydrazination: performing a primary hydrazination reaction, performing a secondary hydrazination reaction, performing filter pressing, performing a tertiary hydrazination reaction, and performing secondary filter pressingto obtain a condensation reaction liquid; step 5, performing condensation: mixing a third hydrazine compound, an ethyl acetate solution and an isopropyl chloroformate solution for a reaction to obtaina bifenazate mixed liquid; and step 6, performing purification: performing desolvation, performing crystallization, performing centrifugation, performing washing, performing secondary centrifugation,and performing drying to obtain the finished bifenazate. The method provided by the invention has the effect of improving purity of the bifenazate product.
Direct Hydroxylation and Amination of Arenes via Deprotonative Cupration
Tezuka, Noriyuki,Shimojo, Kohei,Hirano, Keiichi,Komagawa, Shinsuke,Yoshida, Kengo,Wang, Chao,Miyamoto, Kazunori,Saito, Tatsuo,Takita, Ryo,Uchiyama, Masanobu
supporting information, p. 9166 - 9171 (2016/08/05)
Deprotonative directed ortho cupration of aromatic/heteroaromatic C-H bond and subsequent oxidation with t-BuOOH furnished functionalized phenols in high yields with high regio- and chemoselectivity. DFT calculations revealed that this hydroxylation reaction proceeds via a copper (I → III → I) redox mechanism. Application of this reaction to aromatic C-H amination using BnONH2 efficiently afforded the corresponding primary anilines. These reactions show broad scope and good functional group compatibility. Catalytic versions of these transformations are also demonstrated.
The discovery of bifenazate, a novel carbazate acaricide
Dekeyser, Mark A.,McDonald, Paul T.,Angle Jr., Gilbert W.
, p. 702 - 704 (2007/10/03)
A history of the discovery of the novel carbazate acaricide, bifenazate, is outlined. When a novel ortho-biphenyl substituted hydrazide compound showed acaricidal activity in the pesticide discovery screen, a small number of analogs were made to confirm and explore acaricidal effects. An ortho-biphenylcarbazate analog gave significantly greater acaricidal activity. Thereafter, several hundred structurally-diverse biphenylsubstituted carbazate analogs were synthesized and evaluated in a bioassay with the two-spotted spider mite (Tetranychus urticae Koch) in order to optimize the acaricidal activity. As a result of the optimization process, bifenazate, the analog with a methoxybiphenyl substituent to the terminal nitrogen atom of isopropyl carbazate, was selected for development and registration.