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2-(1-H-四唑)-4’-甲基联苯的合成
引用本文:汪家宏,沈叶楠,龙中柱,张程亮,王巧纯. 2-(1-H-四唑)-4’-甲基联苯的合成[J]. 精细化工, 2015, 32(5)
作者姓名:汪家宏  沈叶楠  龙中柱  张程亮  王巧纯
作者单位:1. 华东理工大学 精细化工研究所 结构可控先进功能材料及其制备教育部重点实验室,上海,200237
2. 启东东岳药业有限公司,江苏启东,226200
基金项目:江苏省企业院士工作站(项目编号:BM2013038)
摘    要:以2-氰基-4'-甲基联苯(Ⅱ)为原料,与氨基钠反应得到2-脒基-4'-甲基联苯(Ⅲ),该化合物与水合肼发生取代反应得到4'-甲基-[1,1'-联苯]-2-甲酰胺酰肼(Ⅳ),最后在酸性条件下与亚硝酸钠发生闭环反应得到2-(1-H-四唑)-4'-甲基联苯(Ⅰ),总收率达到81%,其结构经1HNMR和MS确证。

关 键 词:2-(1-H-四唑)-4'-甲基联苯  沙坦联苯  四氮唑  精细化工中间体
收稿时间:2014-12-22
修稿时间:2015-02-15

Synthesis of 5-(4'-methyl-[1,1'-biphenyl]-2-yl)-1H-tetrazole
wangjiahong,shenyenan,longzhongzhu,zhangchengliang and wangqiaochun. Synthesis of 5-(4'-methyl-[1,1'-biphenyl]-2-yl)-1H-tetrazole[J]. Fine Chemicals, 2015, 32(5)
Authors:wangjiahong  shenyenan  longzhongzhu  zhangchengliang  wangqiaochun
Affiliation:East China University of Science and Technology,East China University of Science and Technology,Qidong dongyue Pharm. Co., Ltd,Qidong dongyue Pharm. Co., Ltd.,East China University of Science and Technology
Abstract:5-(4'-methyl-[1,1'-biphenyl]-2-yl)-1H-tetrazole was synthesized from 4'-methyl-[1,1'-biphenyl]-2-carbonitrile as the starting material in a total yield of 81%. 4'-Methyl-[1,1'-biphenyl]-2-carboximidamide(3) was firstly obtained by the addition of 4'-methyl-[1,1'-biphenyl]-2-carbonitrile with sodium amide in toluene. The consequent substitution reaction of 3 with hydrazine hydrate resulted in the formation of 4'-methyl-[1,1'-biphenyl]-2-carboximidhydrazide(4), and the final acidic cyclization of 4 with sodium nitrite gave the title compound 5-(4'-methyl-[1,1'-biphenyl]-2-yl)-1H-tetrazole(1), whose structure was characterized by 1H NMR and MS.
Keywords:5-(4'-methyl-[1,1'-biphenyl]-2-yl)-1H-tetrazole   2-cyano-4'-methylbiphenyl   tetrazole   fine chemical intermediates
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