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2-氨基噻唑-5-甲酸甲酯和2-溴噻唑-5-甲酸甲酯的简便合成 被引量：2

A simple synthesis of methyl 2-aminothiazole-5-carboxylate and methyl 2-bromothiazole-5-carboxylate
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摘要 以β-甲氧基丙烯酸甲酯、N-溴代丁二酰亚胺、水和硫脲为原料,采用一锅法制得2-氨基噻唑-5-甲酸甲酯,产率71%;再通过重氮化-溴化反应合成2-溴噻唑-5-甲酸甲酯,产率68%。 The one-pot reaction of methyl β-methoxyacrylate, N- bromosuccinimide,H2O and thiourea afforded methyl 2-aminothiazole-5-carboxylate in 71% yield, which was transformed into methyl 2-bromothiazole-5-carboxylate in 68% yield via diazotization and bromination with the NaNO2-NaBr-CuSO4 system.
作者 王莹 匡永清 罗成礼 孟丽丽
机构地区 湖南大学化学化工学院
出处 《化学试剂》 CAS CSCD 北大核心 2008年第5期385-386,共2页 Chemical Reagents
基金 淮安市科技发展计划项目(HAG03040)资助
关键词 β-甲氧基丙烯酸甲酯 2-氨基噻唑-5-甲酸甲酯 2-溴噻唑-5-甲酸甲酯 一锅法 合成 methyl β-methoxyacrylate methyl 2-aminothiazole-5- carboxylate methyl 2-bromothiazole-5-carboxylate one-pot method synthesis
分类号 O626 [理学—有机化学]
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参考文献8

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同被引文献13

  • 1洪剑,李建.非布索坦的合成方法:中国,102285937A[P].2011-12-21.
  • 2Soneda T.Imid azole carbonyl compound:US,8536197 B2[P].2013-09-17.
  • 3Escaich S.Chemical inhibitors of bacterial heptose synthesis,methods for their preparation and biological applications of said inhibitors:US,20100022541 A1[P].2010-01-28.
  • 4Yamada T.Tnik inhibitor and the use:US,20100216795A1[P].2010-08-26.
  • 5Eric E,Boros B A,Johns E P,et al.Synthesis and HIV-integrase strand transfer inhibition activity of 7-hydroxy[1,3]thiazolo[5,4-b]pyridin-5(4H)-ones[J].Bioorganic&Medicinal Chemistry Letters,2006,16:5 668-5 672.
  • 6Kenneth M,Boy,Jason M.Synthesis of 2-aminoethyl-5-carbethoxythiazoles utilizing a Michael-like addition strategy[J].Tetrahedron Letters,2005,46:2 251-2 252.
  • 7Li H B.5-Menbered heterocyclic amides and related compounds:WO,2009/012482A2[P].2009-01-22.
  • 8Alan M,Grubb,Michael J,et al.Convenient preparation of halo-1,3-thiazoles:important building blocks for materials and pharmaceutical synthesis[J].Practical Synthetic Procedures,2012,44:1 026-1 029.
  • 9Soneda T. lmidazole carbonyl compound: US, 8927588 [P]. 2015- 01-60.
  • 10Chaurasia M R, Sharma S K. Synthesis of some new 2-sulphanila- midothiazoles as potential fungicides[J]. Agricultural and Biological Chemistry, 1981, 45 (5) : 1 129-1 134.

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化学试剂
2008年 第5期

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