N-<α-(benzotriazol-1-yl)buten-3-yl>thiobenzamide | 170937-82-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: N-<α-(benzotriazol-1-yl)buten-3-yl>thiobenzamide
• 英文别名: N-[1-(benzotriazol-1-yl)but-3-enyl]benzenecarbothioamide
• CAS: 170937-82-3
• 化学式: C₁₇H₁₆N₄S
• 分子量: 308.407
• InChiKey: FHDIZJOSKVTCSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  74.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-<α-(benzotriazol-1-yl)buten-3-yl>thiobenzamide 在 2-丙烷硫醇钠 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以41%的产率得到N-(1-iso-propylthiobuten-3-yl)thiobenzamide
  参考文献：
  名称：

  Synthetic Elaboration of N-Substituents in Thioamides

  摘要：

  N-(Benzotriazol-1-ylmethyl)arylthioamides, readily prepared from arylthioamides, formaldehyde and benzotriazole, undergo lithiation followed by reactions with alkyl halides, aldehydes and ketones to introduce the expected N-substituents into the N-methylene group. Subsequent displacements of the benzotriazolyl group by Grignard reagents, alkoxide or thioalkoxide anions provide general access to a wide variety of N-substituted thioamides in good yields.

  DOI：

  10.1016/0040-4020(95)00483-o
• 作为产物：
  描述：

  N-(benzotriazol-1-ylmethyl)thiobenzoamide 、 3-溴丙烯 在 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以83%的产率得到N-<α-(benzotriazol-1-yl)buten-3-yl>thiobenzamide
  参考文献：
  名称：

  Synthetic Elaboration of N-Substituents in Thioamides

  摘要：

  N-(Benzotriazol-1-ylmethyl)arylthioamides, readily prepared from arylthioamides, formaldehyde and benzotriazole, undergo lithiation followed by reactions with alkyl halides, aldehydes and ketones to introduce the expected N-substituents into the N-methylene group. Subsequent displacements of the benzotriazolyl group by Grignard reagents, alkoxide or thioalkoxide anions provide general access to a wide variety of N-substituted thioamides in good yields.

  DOI：

  10.1016/0040-4020(95)00483-o

文献信息

• Synthetic Elaboration of N-Substituents in Thioamides
  作者：Alan R. Katritzky、Olga Denisko、Hengyuan Lang

  DOI：10.1016/0040-4020(95)00483-o

  日期：1995.8

  N-(Benzotriazol-1-ylmethyl)arylthioamides, readily prepared from arylthioamides, formaldehyde and benzotriazole, undergo lithiation followed by reactions with alkyl halides, aldehydes and ketones to introduce the expected N-substituents into the N-methylene group. Subsequent displacements of the benzotriazolyl group by Grignard reagents, alkoxide or thioalkoxide anions provide general access to a wide variety of N-substituted thioamides in good yields.