2,4-bis(trifluoromethyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine | 1162684-69-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并嘧啶酮衍生物
• 英文名称: 2,4-bis(trifluoromethyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine
• 英文别名: 2,4-Bis(trifluoromethyl)-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine
• CAS: 1162684-69-6
• 化学式: C₁₂H₈F₆N₂S
• 分子量: 326.265
• InChiKey: VNWOJUGKOXSDOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2,4,6-三(三氟甲基)-1,3,5-三嗪 、 2-氨基四氢苯并噻吩-3-甲酸 以 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以76%的产率得到2,4-bis(trifluoromethyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine
  参考文献：
  名称：

  A tandem decarboxylation and inverse electron-demand Diels–Alder reaction of amino-thiophenecarboxylic acids with 1,3,5-triazines

  摘要：

  The scope of 1,3,5-triazine inverse electron-demand Diels-Alder (IDA) reactions was expanded to include aminothiophenecarboxylic acids as latent dienophiles. A series of 2-amino-3-thiophenecarboxylic acids (1a-d) and a 3-amino-2-thiophenecarboxylic acid (5) were introduced as productive dienophiles in IDA reactions with various 1,3,5-triazines (2a-e). This method is useful for the one-step synthesis of both thieno[2,3-d]pyrimidines and thieno[3,2-d]pyrimidines, which should complement existing methods. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.180

文献信息

• A tandem decarboxylation and inverse electron-demand Diels–Alder reaction of amino-thiophenecarboxylic acids with 1,3,5-triazines
  作者：Qun Dang、Edmund Carruli、Feng Tian、Francis W. Dang、Tony Gibson、Wenyu Li、Huachen Bai、Michael Chung、Scott J. Hecker

  DOI：10.1016/j.tetlet.2009.03.180

  日期：2009.6

  The scope of 1,3,5-triazine inverse electron-demand Diels-Alder (IDA) reactions was expanded to include aminothiophenecarboxylic acids as latent dienophiles. A series of 2-amino-3-thiophenecarboxylic acids (1a-d) and a 3-amino-2-thiophenecarboxylic acid (5) were introduced as productive dienophiles in IDA reactions with various 1,3,5-triazines (2a-e). This method is useful for the one-step synthesis of both thieno[2,3-d]pyrimidines and thieno[3,2-d]pyrimidines, which should complement existing methods. (C) 2009 Elsevier Ltd. All rights reserved.