3-Amino-5-isopropyl-thiophene-2-carbothioic acid dimethylamide | 189895-58-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 3-Amino-5-isopropyl-thiophene-2-carbothioic acid dimethylamide
• 英文别名: 3-Amino-N,N-dimethyl-5-(propan-2-yl)thiophene-2-carbothioamide；3-amino-N,N-dimethyl-5-propan-2-ylthiophene-2-carbothioamide
• CAS: 189895-58-7
• 化学式: C₁₀H₁₆N₂S₂
• 分子量: 228.382
• InChiKey: UUSHYNBXOITVBX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  89.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (2Z,4E)-3-Amino-6-methyl-hepta-2,4-dienethioic acid dimethylamide 在 sulfur 作用下， 以 苯 为溶剂， 反应 18.0h， 以64.4%的产率得到3-Amino-5-isopropyl-thiophene-2-carbothioic acid dimethylamide
  参考文献：
  名称：

  Synthesis of 3-aminothiophene-2-thioamides

  摘要：

  4-Dimethylamino-5,6-dihydro-2H-thiopyran-2-thiones (1) were alkylated to N,N-dimethyl-6-methylthio-2H-thiopyran-4(3H)-iminiumiodides (2). Aminolysis of the latter with ammonia led to 6-dimethylamino-2H-thiopyran-4(3H)-iminiumiodides (3) which were hydrolyzed to 3-amino-N,N-dimethyl-2,4-pentadienthioamides (4). Ring closure with sulfur gave 3-aminothiophene-2-thioamides (5). The configurations of the pentadienthioamides (4) have been investigated by NOE experiments. The structures of the thiophene-2-thioamides (5) were established by means of two-dimensional NMR techniques.

  DOI：

  10.1007/bf00807574

文献信息

• Synthesis of 3-aminothiophene-2-thioamides
  作者：H. Auer、R. Weis、K. Schweiger

  DOI：10.1007/bf00807574

  日期：1996.10

  4-Dimethylamino-5,6-dihydro-2H-thiopyran-2-thiones (1) were alkylated to N,N-dimethyl-6-methylthio-2H-thiopyran-4(3H)-iminiumiodides (2). Aminolysis of the latter with ammonia led to 6-dimethylamino-2H-thiopyran-4(3H)-iminiumiodides (3) which were hydrolyzed to 3-amino-N,N-dimethyl-2,4-pentadienthioamides (4). Ring closure with sulfur gave 3-aminothiophene-2-thioamides (5). The configurations of the pentadienthioamides (4) have been investigated by NOE experiments. The structures of the thiophene-2-thioamides (5) were established by means of two-dimensional NMR techniques.