2-(2-phenylsulfanyl-3-chloro-2-propenylsulfanyl)-5,6,7,8-tetrahydrobenzo[b]thieno[2,3-d]pyrimidin-4(3H)-one | 937658-11-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并嘧啶酮衍生物
• 英文名称: 2-(2-phenylsulfanyl-3-chloro-2-propenylsulfanyl)-5,6,7,8-tetrahydrobenzo[b]thieno[2,3-d]pyrimidin-4(3H)-one
• 英文别名: 2-(3-chloro-2-phenylsulfanylprop-2-enyl)sulfanyl-5,6,7,8-tetrahydro-3H-[1]benzothiolo[2,3-d]pyrimidin-4-one
• CAS: 937658-11-2
• 化学式: C₁₉H₁₇ClN₂OS₃
• 分子量: 421.008
• InChiKey: BGGRLSWEOMUGLS-UHFFFAOYSA-N

物化性质

• 熔点：
  208-210 °C(Solv: ethanol (64-17-5); dimethyl sulfoxide (67-68-5))
• 沸点：
  608.0±65.0 °C(Predicted)
• 密度：
  1.48±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  120
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2-phenylsulfanyl-3-chloro-2-propenylsulfanyl)-5,6,7,8-tetrahydrobenzo[b]thieno[2,3-d]pyrimidin-4(3H)-one 在 盐酸 作用下， 以 氯仿 为溶剂， 反应 12.0h， 以74%的产率得到1-phenylsulfanyl-1-chloromethyl-1,2,6,7,8,9-hexahydro-5H-benzo[4,5]thieno[3,2-e][1,3]thiazolo[3,2-a]pyrimidin-5-one
  参考文献：
  名称：

  Reactions of 2-(2-propynylsulfanyl)-5,6,7,8-tetrahydrobenzo[b]thieno[2,3-d]pyrimidin-4(3H)-one with arylsulfenyl chlorides

  摘要：

  2-(2-propynylsulfanyl)-5,6,7,8-tetrahydrobenzo[b]thieno[2,3-d]pyrimidin-4(3H)-one with arylsulfenyl chlorides in chloroform gave products of anti-Markownikoff Ad(E)-addition. The use of nitromethane as solvent in the presence of lithium perchlorate additives favored intramolecular electrophilic cyclization into 1-arylsulfanyl1,2,6,7,8,9-hexahydro-4H-benzo[4,5]thieno[3,2- e][1,3] thiazolo[3,2-a]-pyrimidin-5-one.

  DOI：

  10.1134/s107042800710020x
• 作为产物：
  描述：

  苯次磺酰氯 、 2-(2-propynylsulfanyl)-5,6,7,8-tetrahydrobenzo[b]thieno[2,3-d]pyrimidin-4(3H)-one 以 氯仿 为溶剂， 反应 26.0h， 以75%的产率得到2-(2-phenylsulfanyl-3-chloro-2-propenylsulfanyl)-5,6,7,8-tetrahydrobenzo[b]thieno[2,3-d]pyrimidin-4(3H)-one
  参考文献：
  名称：

  Reactions of 2-(2-propynylsulfanyl)-5,6,7,8-tetrahydrobenzo[b]thieno[2,3-d]pyrimidin-4(3H)-one with arylsulfenyl chlorides

  摘要：

  2-(2-propynylsulfanyl)-5,6,7,8-tetrahydrobenzo[b]thieno[2,3-d]pyrimidin-4(3H)-one with arylsulfenyl chlorides in chloroform gave products of anti-Markownikoff Ad(E)-addition. The use of nitromethane as solvent in the presence of lithium perchlorate additives favored intramolecular electrophilic cyclization into 1-arylsulfanyl1,2,6,7,8,9-hexahydro-4H-benzo[4,5]thieno[3,2- e][1,3] thiazolo[3,2-a]-pyrimidin-5-one.

  DOI：

  10.1134/s107042800710020x