Synthesis of 1-Acyl-3,4-dihydroquinazoline-2(1H)-thiones by Cyclization of N-[2-(Isothiocyanatomethyl)phenyl] Amides Generated in situ from N-[2-(Azidomethyl)phenyl] Amides
Synthesis of 1-Acyl-3,4-dihydroquinazoline-2(1H)-thiones by Cyclization of N-[2-(Isothiocyanatomethyl)phenyl] Amides Generated in situ from N-[2-(Azidomethyl)phenyl] Amides
复制标题
N-[2-(异硫氰酸甲基)苯基]酰胺环化合成1-酰基-3,4-二氢喹唑啉-2(1H)-硫酮由N-[2-(叠氮基甲基)苯基]酰胺原位生成
DOI：
10.1002/hlca.201400078
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发表时间：
2014
影响因子：
1.8
通讯作者：
Naoki Matsumoto
中科院分区：
文献类型：
--
作者：
Kazuhiro Kobayashi;Naoki Matsumoto
建立了一种制备1 -酰基- 3,4 -二氢喹唑啉- 2(1H) -硫代化合物的高效方法。n‐[2‐（叠氮多甲基）苯基]酰胺很容易从（2‐氨基苯基）甲醇开始，与Ph3P，然后是CS2，通过三步反应生成n‐[2‐（异硫氰基）苯基]酰胺中间体4，这些中间体在NaH处理下进行环化，得到相应的期望产物，收率通常很高。
An efficient method for the preparation of 1‐acyl‐3,4‐dihydroquinazoline‐2(1H)‐thiones5has been developed. The reaction ofN‐[2‐(azidomethyl)phenyl] amides3, easily prepared by a three‐step sequence starting with (2‐aminophenyl)methanols, with Ph3P, followed by CS2, allowed generation ofN‐[2‐(isothiocyanatomethyl)phenyl]‐amide intermediates4, which underwent cyclization on treatment with NaH to furnish the corresponding desired products in generally good yields.