N'-[5-(ethoxycarbonyl)thiazol-2-yl]-N,N-dimethylformamidine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N'-[5-(ethoxycarbonyl)thiazol-2-yl]-N,N-dimethylformamidine
• 英文别名: Ethyl 2-{[(dimethylamino)methylene]amino}-1,3-thiazole-5-carboxylate；ethyl 2-[(E)-dimethylaminomethylideneamino]-1,3-thiazole-5-carboxylate
• 化学式: C₉H₁₃N₃O₂S
• 分子量: 227.287
• InChiKey: TZFNNSZFCMQSGT-IZZDOVSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  83
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N'-[5-(ethoxycarbonyl)thiazol-2-yl]-N,N-dimethylformamidine 在 三乙胺 、 对甲苯磺酰氯 、 N,N-二乙基苯胺 作用下， 以 二氯甲烷 为溶剂， 生成 2-methyl-9-oxo-3,9-dihydro-2H-thiazolo[3,2-a]thieno[3,2-d]pyrimidine-6-carboxylic acid ethyl ester
  参考文献：
  名称：

  Facile synthesis and regioselective thio-Claisen rearrangements of 5-prop-2-ynyl/enyl-sulfanyl pyrimidinones: transformation to thienopyrimidinones

  摘要：

  A successful generation and utilization of prop-2-ynyl/enyl-sulfanyl ketene in the synthesis of previously unknown pyrimidinones and their thio-Claisen rearrangements leading to thienopyrimidinones is described. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.08.074

文献信息

• Comparative reactivity of N′-(5-benzoyl/ethoxycarbonyl)thiazol-2-yl-N,N-dimethylformamidines with ketenes
  作者：Parvesh Singh、Alka Marwaha、Harmeet Singh、Mohinder P. Mahajan

  DOI：10.1016/j.tet.2005.09.008

  日期：2005.12

  N,N-dimethylformamidines (1a and 1b), tremendously influenced by the electronic nature of the substituents on C-5 of the thiazolic ring with various monosubstituted and conjugated ketenes is reported herein. The DA cycloadditions of the dienyl pyrimidinone 3h with both symmetrical as well as unsymmetrical dienophiles leading to the formation of various thiazolic pyrimidinone derivatives are also reported

  N '-[（5-苯甲酰基和乙氧基羰基）噻唑-2-基] -N，N-二甲基甲am（1a和1b）的反应性的比较说明，在很大程度上受取代基在C-5上C-5的电子性质的影响本文报道了具有各种单取代的和共轭的烯酮的噻唑环。还报道了二烯基嘧啶酮3h与对称和非对称亲二烯体的DA环加成导致形成各种噻唑基嘧啶酮衍生物。
• Facile synthesis and regioselective thio-Claisen rearrangements of 5-prop-2-ynyl/enyl-sulfanyl pyrimidinones: transformation to thienopyrimidinones
  作者：Chander Mohan、Parvesh Singh、M.P. Mahajan

  DOI：10.1016/j.tet.2005.08.074

  日期：2005.11

  A successful generation and utilization of prop-2-ynyl/enyl-sulfanyl ketene in the synthesis of previously unknown pyrimidinones and their thio-Claisen rearrangements leading to thienopyrimidinones is described. (c) 2005 Elsevier Ltd. All rights reserved.