2-acetyl-6,7-dihydro-5-methylthiothieno<2,3-b><1,4>thiazepine | 161939-40-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-acetyl-6,7-dihydro-5-methylthiothieno<2,3-b><1,4>thiazepine
• 英文别名: 1-(5-methylsulfanyl-6,7-dihydrothieno[2,3-b][1,4]thiazepin-2-yl)ethanone
• CAS: 161939-40-8
• 化学式: C₁₀H₁₁NOS₃
• 分子量: 257.401
• InChiKey: CVHLHMNEQLSNRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.84
• 重原子数：
  15.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  29.43
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-acetyl-6,7-dihydro-5-methylthiothieno<2,3-b><1,4>thiazepine 在 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 92.0h， 生成 2-acetyl-8,9-dihydro-6-methoxy-7-methylthiothieno<2,3-b><1,4>thiazonin-5(4H)-one
  参考文献：
  名称：

  Ketene Addition on Thienoanellated Thiazines and Thiazepines with Subsequent Ring Enlargement Reaction to Thieno[2,3-b][1,4]thiazocines and Thieno[2,3-b][1,4]thiazonines

  摘要：

  Reaction of alkylthiothieno[2,3-b][1,4]thiazine derivatives or alkylthiothieno[2,3-b][1,4]thiazepine derivatives (4, 5, 12, 16, and 24) with substituted acetyl chlorides in the presence of triethylamine led to azeto[1,2-d]thieno[2,3-b][1,4]thiazine derivatives and azeto[1,2-d]thieno[2,3-b][1,4]thiazepine derivatives. Some of them were ring opened by treatment with trifluoroacetic acid to give the thieno[2,3-b][1,4]thiazocine derivatives (27 - 30) and the thieno[2,3-b][1,4]thiazonine derivative (32), respectively. 6-Ethyl-1H-thieno[2,3-b][1,4]thiazine-2(3H)-thione (13), after reaction with alpha-chlorophenylacetyl chloride and triethylamine, afforded the thiazolo[2,3-b][1,4]thiazine derivative (34).

  DOI：

  10.3987/com-94-6740
• 作为产物：
  描述：

  7-acetyl-3,4-dihydrothieno<2,3-b><1,4>thiazepin-2(1H)-one 在 劳森试剂 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 6.17h， 生成 2-acetyl-6,7-dihydro-5-methylthiothieno<2,3-b><1,4>thiazepine
  参考文献：
  名称：

  Ketene Addition on Thienoanellated Thiazines and Thiazepines with Subsequent Ring Enlargement Reaction to Thieno[2,3-b][1,4]thiazocines and Thieno[2,3-b][1,4]thiazonines

  摘要：

  Reaction of alkylthiothieno[2,3-b][1,4]thiazine derivatives or alkylthiothieno[2,3-b][1,4]thiazepine derivatives (4, 5, 12, 16, and 24) with substituted acetyl chlorides in the presence of triethylamine led to azeto[1,2-d]thieno[2,3-b][1,4]thiazine derivatives and azeto[1,2-d]thieno[2,3-b][1,4]thiazepine derivatives. Some of them were ring opened by treatment with trifluoroacetic acid to give the thieno[2,3-b][1,4]thiazocine derivatives (27 - 30) and the thieno[2,3-b][1,4]thiazonine derivative (32), respectively. 6-Ethyl-1H-thieno[2,3-b][1,4]thiazine-2(3H)-thione (13), after reaction with alpha-chlorophenylacetyl chloride and triethylamine, afforded the thiazolo[2,3-b][1,4]thiazine derivative (34).

  DOI：

  10.3987/com-94-6740

文献信息

• Erker Thomas, Heterocycles, 38 (1994) N 7, S 1627-1639
  作者：Erker Thomas

  DOI：——

  日期：——
• Ketene Addition on Thienoanellated Thiazines and Thiazepines with Subsequent Ring Enlargement Reaction to Thieno[2,3-b][1,4]thiazocines and Thieno[2,3-b][1,4]thiazonines
  作者：Thomas Erker

  DOI：10.3987/com-94-6740

  日期：——

  Reaction of alkylthiothieno[2,3-b][1,4]thiazine derivatives or alkylthiothieno[2,3-b][1,4]thiazepine derivatives (4, 5, 12, 16, and 24) with substituted acetyl chlorides in the presence of triethylamine led to azeto[1,2-d]thieno[2,3-b][1,4]thiazine derivatives and azeto[1,2-d]thieno[2,3-b][1,4]thiazepine derivatives. Some of them were ring opened by treatment with trifluoroacetic acid to give the thieno[2,3-b][1,4]thiazocine derivatives (27 - 30) and the thieno[2,3-b][1,4]thiazonine derivative (32), respectively. 6-Ethyl-1H-thieno[2,3-b][1,4]thiazine-2(3H)-thione (13), after reaction with alpha-chlorophenylacetyl chloride and triethylamine, afforded the thiazolo[2,3-b][1,4]thiazine derivative (34).