(6,7-dihydro-5-thia-8-aza-benzocyclohepten-9-yl)-hydrazine | 23483-18-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (6,7-dihydro-5-thia-8-aza-benzocyclohepten-9-yl)-hydrazine
• 英文别名: Agn-PC-008ddf；2,3-dihydro-1,4-benzothiazepin-5-ylhydrazine
• CAS: 23483-18-3
• 化学式: C₉H₁₁N₃S
• mdl: MFCD19202860
• 分子量: 193.272
• InChiKey: QVRNWCKNLPNKTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  75.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  二硫化碳 、 (6,7-dihydro-5-thia-8-aza-benzocyclohepten-9-yl)-hydrazine 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 盐酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.92h， 以68%的产率得到4,5-dihydro-2H-6-thia-1,2,3a-triaza-benzo[e]azulene-3-thione
  参考文献：
  名称：

  Synthesis of Novel Tricyclic Aryltriazole‐3‐Thione Compounds

  摘要：

  A new synthetic protocol has been developed to provide entry into a series of novel tricyclic aryltriazole-3-thiones analogs. The classical reaction conditions of subjecting an arylhydrazide with thiophosgene to form the thioisocyanate intermediate and ultimately the corresponding aryltriazole-3-thione framework were not successful. However, using a combination of carbon disulfide and 1,8-diazabicyclo[5.4.0]undec7-ene (DBU) to form the thioisocyanate intermediate was found to produce the novel tricyclic aryltriazole-3-thiones (5, 8a-c) in good yield.

  DOI：

  10.1081/scc-200048912
• 作为产物：
  描述：

  9-methylsulfanyl-6,7-dihydro-5-thia-8-aza-benzocycloheptene 在 4 Angstrom molecular sives 、 肼 作用下， 以 乙腈 为溶剂， 以48%的产率得到(6,7-dihydro-5-thia-8-aza-benzocyclohepten-9-yl)-hydrazine
  参考文献：
  名称：

  Synthesis of Novel Tricyclic Aryltriazole‐3‐Thione Compounds

  摘要：

  A new synthetic protocol has been developed to provide entry into a series of novel tricyclic aryltriazole-3-thiones analogs. The classical reaction conditions of subjecting an arylhydrazide with thiophosgene to form the thioisocyanate intermediate and ultimately the corresponding aryltriazole-3-thione framework were not successful. However, using a combination of carbon disulfide and 1,8-diazabicyclo[5.4.0]undec7-ene (DBU) to form the thioisocyanate intermediate was found to produce the novel tricyclic aryltriazole-3-thiones (5, 8a-c) in good yield.

  DOI：

  10.1081/scc-200048912

文献信息

• Synthesis of Novel Tricyclic Aryltriazole‐3‐Thione Compounds
  作者：Cuiman Cai、Janet S. Plummer、David Connor、Daniel D. Holsworth、Jeremy J. Edmunds

  DOI：10.1081/scc-200048912

  日期：2005.1.1

  A new synthetic protocol has been developed to provide entry into a series of novel tricyclic aryltriazole-3-thiones analogs. The classical reaction conditions of subjecting an arylhydrazide with thiophosgene to form the thioisocyanate intermediate and ultimately the corresponding aryltriazole-3-thione framework were not successful. However, using a combination of carbon disulfide and 1,8-diazabicyclo[5.4.0]undec7-ene (DBU) to form the thioisocyanate intermediate was found to produce the novel tricyclic aryltriazole-3-thiones (5, 8a-c) in good yield.