有机化学 ›› 2007, Vol. 27 ›› Issue (02): 255-260. 上一篇    下一篇

研究简报

N-(6-色酮-3-基-亚甲氨基)-S-{[4-芳基-5-(吡啶-4-基)]-1,2,4-三唑-2-基}巯乙酰胺类化合物的合成

曹玲华*,a,b,燕珂a   

  1. (a新疆大学化学化工学院 乌鲁木齐 830046)
    (b南开大学元素有机化学国家重点实验室 天津 300071)
  • 收稿日期:2006-01-17 修回日期:2006-06-28 发布日期:2007-01-30
  • 通讯作者: 曹玲华

Synthesis of N-(6-Chromon-3-ylmethyleneamino)-S-{[4-aryl-5-(pyrid-4-yl)]-1,2,4-triazol-2-yl}mercaptoacetamide

CAO Ling-Hua*,a,b, YAN Kea   

  1. (a College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046)
    (b State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin 300071)
  • Received:2006-01-17 Revised:2006-06-28 Published:2007-01-30
  • Contact: CAO Ling-Hua

N-芳基-2-[(吡啶-4-基)羰基]氨基硫脲1a1e用NaOH溶液环合, 得到3-巯基-4-芳基-5-(吡啶-4-基)-1,2,4-三唑(2a2e), 经酯化, 肼解, 得S-{[4-芳基-5-(吡啶-4-基)]-1,2,4-三唑-3-基}巯乙酰肼(3a3e), 再与3-甲酰基色酮(4a4d)反应, 合成得到了一系列新化合物5a5e, 6a6e, 7a7e, 8a8e. 化合物的结构经元素分析, IR, 1H NMR和MS谱确证.

关键词: 巯乙酰胺, 3-甲酰基色酮, 1,2,4-三唑

A series of new compounds 5a5e, 6a6e, 7a7e and 8a8e were synthesized though condensation reaction of 3-formylchromones 4a4d with S-{[4-aryl-5-(pyrid-4-yl)]-1,2,4-triazol-3-yl}- mercaptoacetylhydrazine (3a3e) which were obtained by esterification and hydrazinoly-sis from 3-mercapto-4-aryl-5-(pyrid-4-yl)-1,2,4-triazoles (2a2e) cyclized from N-aryl-2-[(pyrid-4-yl)-carbonyl] thiosemicarbazide (1a1e) in NaOH solution. Their structures were established by ele-mental analysis, IR, 1H NMR and MS spectra.

Key words: mercaptoacetamide, 1,2,4-triazole, 3-formylchromone