6-fluoro-2,2,4-trimethyl-2,3-dihydrobenzo[b][1,4]thiazepine | 1263798-09-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6-fluoro-2,2,4-trimethyl-2,3-dihydrobenzo[b][1,4]thiazepine
• CAS: 1263798-09-9
• 化学式: C₁₂H₁₄FNS
• 分子量: 223.314
• InChiKey: NLEPZMJQSKMCHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.19
• 重原子数：
  15.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  2-氨基-4-氟苯并噻唑 在 氨 、 三乙胺 、 potassium hydroxide 作用下， 以 水 、 乙二醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 6-fluoro-2,2,4-trimethyl-2,3-dihydrobenzo[b][1,4]thiazepine
  参考文献：
  名称：

  A Simple and Efficient Method for Synthesis of Benzothiazepine Derivatives

  摘要：

  A series of 1,5-benzothiazepines were synthesized using disulfides and alpha,beta-unsaturated carbonyl or nitrite compounds as reaction substrates. After reductive cleavage of the S-S bond of disulfides, the resulting thiols were reacted with alpha,beta-unsaturated carbonyl or nitrite compounds to generated seven-membered heterocyclic compounds. In the presence of ammonium thioglycolate, the Michael reaction occurred between disulfides (1) and 4-methyl-3-penten-2-one to give 2,2,4-trymethyl-3H-1,5-benzothiazepine derivatives in good yields. When ethyl acrylate or acrylonitrile was used as the Michael acceptor, 90-99% of (2-amino-phenylsulfanyl)propionitriles (3) and/or 92-99% of (2-amino-phenylsulfanyl)propionic acid ethyl esters (4) were produced. Subsequently, the 1,5-benzothiazepine compounds 5 and 6 were obtained due to the cyclization reaction.

  DOI：

  10.3987/com-10-12100