67669-19-6Relevant articles and documents
Preparation method of mecitinib raw material (by machine translation)
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Paragraph 0031; 0033; 0037; 0038; 0047; 0048, (2020/05/30)
The method comprises the following steps: preparing,methyl 3 -(-ethyl-)-amido phenol, dichloro - 5 5-methoxyaniline (by reaction with potassium chloride) sodium 2,4 - to generate (dichloro - 5 5-methan)-methaneth, 2,4 -amidobenzylether (in a chlorine substitution reaction). 2,4 - The method comprises the following steps: reacting m-methyl-methanethinonylphenol and hydrogen peroxide, to generate, dichloro - 5 5-methoxyaniline. The method comprises the following steps of reacting m-aminophenol as a raw material to synthesize methyl chloride 2,4 - potassium, and benzoyl (and reacting; with chloromethane in, a mixture) of, sodium, chloride and methyl chloride, and reacting with chloromethane in a reaction condition. (by machine translation)
A method for synthesizing intermediate oxadiazon
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Paragraph 0063; 0087; 0094-0098; 0110; 0115-0119; 0132, (2019/07/04)
The invention discloses a method for synthesizing intermediate oxadiazon, comprises the following steps: takes amino phenol as an initial raw material; to m-aminophenol acylation reaction is carried out, thereby obtaining a reaction solution A; the reaction solution A to proceed chlorination reaction, to obtain 2, 4 - dichloro - 5 hydroxy acetanilide; to the 2, 4 - dichloro - 5 hydroxy acetanilide etherification reaction, to obtain 2, 4 - dichloro - 5 isopropoxy acetanilide; to the 2, 4 - dichloro - 5 isopropoxy acetyl aniline to deprotected, get 2, 4 - dichloro - 5 isopropoxyaniline. The invention of 2, 4 - dichloro - 5 - isopropoxy aniline synthesis method to avoid the pollution of the environment, but there are few process steps, high yield.
Discovery and development of a commercial synthesis of azafenidin
Shapiro, Rafael,DiCosimo, Robert,Hennessey, Susan M.,Stieglitz, Barry,Campopiano, Onorato,Chiang, George C.
, p. 593 - 598 (2013/09/07)
A commercial synthesis of the DuPont herbicide azafenidin is described. Discovery of a novel synthesis of the triazolinone ring system and a practical, environmentally benign process to 5-cyanovaleramide were critical breakthroughs in enabling azafenidin to be manufactured at an acceptable cost. The process began with the selective hydrolysis of DuPont's nylon intermediate, adiponitrile, to 5-cyanovaleramide. This was converted via Hofmann rearrangement and Pinner-type cyclization to afford the key amidine carboxylate intermediate containing both carbon atoms of the triazolinone ring. The preservation of all six carbon atoms of adiponitrile set up a 2 + 3 cyclocondensation with arylhydrazines, which replaced a costly 4 + 1 cyclocondensation of an amidrazone with phosgene or a phosgene surrogate used in the original route. This new triazolinone process was optimized to afford the commercial product in a highly efficient and economical fashion.