文献类型：专利

英文题名：Preparing amino substituted (E)-2-cyano-3-phenylacrylic acid derivative comprises carrying out Knoevenagel reaction and nucleophilic substitution by taking p-halo substituted benzaldehyde, 2-cyano ester derivative and a secondary amine

作者：XU H;YU X;CHEN Z;HOU Z;ZOU Z;DENG Z;SHEN Y

机构：[1]UNIV EAST CHINA SCI&TECHNOLOGY

申请号：CN102190535-A

申请日：2010-03-02

公开日：2011-09-21

语种：英文

收录：DERWENT

摘要：NOVELTY - Preparing amino substituted (E)-2-cyano-3-phenylacrylic acid derivative (I) comprises taking a p-halo substituted benzaldehyde (II) and 2-cyano ester derivative (III) as raw material, carrying out Knoevenagel reaction and nucleophilic substitution reaction by taking (II), (III) and a secondary amine (IV) under microwave irradiation in alkaline 1-butyl-3-methylimidazolium hydroxide to obtain (I), where the reaction temperature is 0-200 degrees C, preferably 60-150 degrees C and reaction time is 5-30 minutes. USE - The method is useful for preparing (I). ADVANTAGE - The method: has mild reaction conditions, high yield, high safety and less side products; is non-flammable; has thermal stability; and is easy and environment-friendly. DETAILED DESCRIPTION - Preparing amino substituted (E)-2-cyano-3-phenylacrylic acid derivative of formula (I) comprises taking a p-halo substituted benzaldehyde of formula (II) and 2-cyano ester derivative of formula (NC-CH2-(C=O)-OR) (III) as raw material, carrying out Knoevenagel reaction and nucleophilic substitution reaction by taking (II), (III) and a secondary amine of formula (R1-NH-R2) (IV) under microwave irradiation in alkaline 1-butyl-3-methylimidazolium hydroxide to obtain (I), where the reaction temperature is 0-200 degrees C, preferably 60-150 degrees C and reaction time is 5-30 minutes. The chlorobenzaldehyde and bromobenzaldehyde can generate the similar above reaction, but 4-fluoro benzaldehyde has better reaction result. T = methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, phenyl (optionally substituted) or benzyl; either R1, R2 = T; or R1-NH-R2 = piperidine, morpholine, N-methyl piperazine, N-ethyl piperazine, pyrrolidine or thiazolidine; R = T, preferably methyl, ethyl, phenyl or benzyl; and X = F, Cl, Br, I, methylsulfonyl oxy or p-toluenesulfonyloxy.