3-methyl-11-thioxo-1,3,4,5,10,11-hexahydrobenzo[b]pyrano[4,3-e][1,4]diazepin-1-one | 936258-12-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 3-methyl-11-thioxo-1,3,4,5,10,11-hexahydrobenzo[b]pyrano[4,3-e][1,4]diazepin-1-one
• 英文别名: 2-Methyl-5-sulfanylidene-1,2,6,11-tetrahydropyrano[3,4-c][1,5]benzodiazepin-4-one
• CAS: 936258-12-7
• 化学式: C₁₃H₁₂N₂O₂S
• 分子量: 260.316
• InChiKey: PVWMKZAXVCHDDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  82.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-methyl-11-thioxo-1,3,4,5,10,11-hexahydrobenzo[b]pyrano[4,3-e][1,4]diazepin-1-one 以 正丁醇 为溶剂， 反应 8.0h， 以80%的产率得到6-methyl-4-(2-thioxo-2,3-dihydro-1H-benzimidazol-1-yl)-5,6-dihydro-2H-pyran-2-one
  参考文献：
  名称：

  Versatile Cyclization of Aminoanilino Lactones: Access to Benzotriazoles and Condensed Benzodiazepin‐2‐thiones

  摘要：

  Furanone 3 and pyranone 4 were obtained by the reaction of o-phenylene derivatives with tetronic acid 1 or pyrone 2, respectively. Under diazotization reaction, these two enaminone derivatives 3 and 4 cyclized rapidly with good yields to generate benzotriazoles 5. On the other hand, when enaminones 3 and 4 were allowed to react with carbondisulfide as electrophile, cyclization led to benzodiazepin-2-thiones 6 fused to dihydropyrone or tetronic acid moieties.

  DOI：

  10.1080/00397910601039259
• 作为产物：
  描述：

  二硫化碳 、 methyl-6 dihydro-5,6 N-orthoaminophenylamino-4-pyrone-2 在 吡啶 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以60%的产率得到3-methyl-11-thioxo-1,3,4,5,10,11-hexahydrobenzo[b]pyrano[4,3-e][1,4]diazepin-1-one
  参考文献：
  名称：

  Versatile Cyclization of Aminoanilino Lactones: Access to Benzotriazoles and Condensed Benzodiazepin‐2‐thiones

  摘要：

  Furanone 3 and pyranone 4 were obtained by the reaction of o-phenylene derivatives with tetronic acid 1 or pyrone 2, respectively. Under diazotization reaction, these two enaminone derivatives 3 and 4 cyclized rapidly with good yields to generate benzotriazoles 5. On the other hand, when enaminones 3 and 4 were allowed to react with carbondisulfide as electrophile, cyclization led to benzodiazepin-2-thiones 6 fused to dihydropyrone or tetronic acid moieties.

  DOI：

  10.1080/00397910601039259