ethyl 8-chloro-3-methyl-2-methylsulfanyl-3,5-dihydro-4,1-benzothiazepine-3-carboxylate | 1344032-26-3

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: ethyl 8-chloro-3-methyl-2-methylsulfanyl-3,5-dihydro-4,1-benzothiazepine-3-carboxylate
• 英文别名: ethyl 8-chloro-3-methyl-2-methylsulfanyl-5H-4,1-benzothiazepine-3-carboxylate
• CAS: 1344032-26-3
• 化学式: C₁₄H₁₆ClNO₂S₂
• 分子量: 329.872
• InChiKey: XCUDGKMBAVKIBX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  89.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  、 碘甲烷 在 sodium hydride 作用下， 以 四氢呋喃 、 二甲基亚砜 、 mineral oil 为溶剂， 反应 1.25h， 以74%的产率得到ethyl 8-chloro-3-methyl-2-methylsulfanyl-3,5-dihydro-4,1-benzothiazepine-3-carboxylate
  参考文献：
  名称：

  Synthesis of 1,2,3,5-Tetrahydro-4,1-benzothiazepine-2-thione Derivatives via Cyclization of 2-[(2-Isothiocyanatophenyl)methylsulfanyl]acetates with Sodium Hydride

  摘要：

  A convenient method for the preparation of the title derivatives, 2-thioxo-1,2,3,5-tetrahydro-4,1-benzothiazepine-3-carboxylates and 2-alkylsulfany1-3,5-dihydro-4,1-benzothiazepine-3-carboxylates, has been developed. It is depends on cyclization of 2-[(2-isothiocyanatophenyemethylsulfanyl]acetates, generated in situ from the corresponding isocyanides on treatment with sulfur in the presence of a catalytic amount of selenium, using sodium hydride as a base. These isocyanides can be easily prepared from N-[(2-chloromethyl)phenyl]-formamides via an easy two-step sequence.

  DOI：

  10.3987/com-11-12283

文献信息

• Synthesis of 1,2,3,5-Tetrahydro-4,1-benzothiazepine-2-thione Derivatives via Cyclization of 2-[(2-Isothiocyanatophenyl)methylsulfanyl]acetates with Sodium Hydride
  作者：Kazuhiro Kobayashi、Yoshinori Enmi、Daisuke Iitsuka、Yuuki Kanbe、Hisatoshi Konishi

  DOI：10.3987/com-11-12283

  日期：——

  A convenient method for the preparation of the title derivatives, 2-thioxo-1,2,3,5-tetrahydro-4,1-benzothiazepine-3-carboxylates and 2-alkylsulfany1-3,5-dihydro-4,1-benzothiazepine-3-carboxylates, has been developed. It is depends on cyclization of 2-[(2-isothiocyanatophenyemethylsulfanyl]acetates, generated in situ from the corresponding isocyanides on treatment with sulfur in the presence of a catalytic amount of selenium, using sodium hydride as a base. These isocyanides can be easily prepared from N-[(2-chloromethyl)phenyl]-formamides via an easy two-step sequence.