新型杀螨剂腈吡螨酯合成工艺研究  

Study on Synthesis of Novel Acaricide Cyenopyrafen

作　　者：刘瑞宾 邓三 黄时祥 刘安昌[2] Liu Rui-bin;Deng San;Huang Shi-xiang;Liu An-chang(Shandong Kang Qiao Biotechnology Co.,Ltd.,Shandong Boxing 256500,China;Chemistry and Pharmacy School Wuhan Institute of Technology,Wuhan 430074,China)

机构地区：[1]山东康乔生物科技有限公司,山东博兴256500 [2]武汉工程大学化学与制药学院,武汉430074

出　　处：《现代农药》2019年第6期22-24,共3页MODERN AGROCHEMICALS

摘　　要：腈吡螨酯是新型吡唑类杀螨剂,其合成过程中需要用钯催化,且反应在高压下进行,收率较低,为此研究了操作相对简单、收率较高的合成工艺。以2-溴乙酸乙酯为原料,在缚酸剂三乙胺的作用下与甲基肼反应得到2-(1-甲基肼基)乙酸乙酯,然后与丁二酮缩合、环化,得到1,3,4-三甲基-吡唑-5-甲酸乙酯;在甲醇钠的作用下,1,3,4-三甲基-吡唑-5-甲酸乙酯与4-叔丁基苯乙腈反应得到2-(4-叔丁基苯基)-3-羟基-3-(1,3,4-三甲基-1H-吡唑-5-基)丙烯腈,再与2,2-二甲基丙酰氯反应得到目的产物腈吡螨酯,总收率大于43.3%,适合工业化生产。Cyenopyrafen,a new class of pyrazole acaricide,which had synthesis with low yield.The reaction was conducted under the high pressure and the palladium was added,as for catalyst.The simpler and higher-yield synthesis was developed.Ethyl 2-bromoacetate was reacted with methyl hydrazine in the present of triethylamine as the acid-binding agent to obtain 2-(1-methyldrazinyl)ethyl acetate,which was then condensed with butanedione to give ethyl 1,3,4-trimethyl-pyrazole-5-carboxylate.In the present of sodium methoxide,the ethyl 1,3,4-trimethyl-pyrazole-5-carboxylate was reacted with 4-tert-butylphenylacetonitrile to give the 2-(4-tert-butylphenyl)-3-hydroxy-3-(1,3,4-trimethyl-1H-pyrazol-5-yl)acryloni-trile.Finally,the acrylonitrile was reacted with 2,2-dimethylpropionyl chloride to give the target product cyenopyrafen.The overall yield reached 43.3%.

关 键 词：腈吡螨酯 杀螨剂 4-叔丁基苯乙腈 2 2-二甲基丙酰氯 合成工艺 

分 类 号：TQ454.2[化学工程—农药化工]