4-amino-3,5-dicyano-6-methylmercapto-2-thione | 319905-39-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-amino-3,5-dicyano-6-methylmercapto-2-thione
• CAS: 319905-39-0
• 化学式: C₈H₆N₄S₂
• 分子量: 222.294
• InChiKey: LCSHXPROIABOEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.79
• 重原子数：
  14.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  89.39
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-溴苯乙酮 、 4-amino-3,5-dicyano-6-methylmercapto-2-thione 在 四丁基溴化铵 、 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 7.0h， 以81%的产率得到
  参考文献：
  名称：

  ONE—POT SYNTHESIS OF PYRIDINES, THIENOPYRIDINES, PYRROLOTHIENOPYRIDINES AND (1,8) NAPHTHYRIDINES UNDER PHASE-TRANSFER CATALYSIS CONDITIONS

  摘要：

  A new series of pyridines 2(a,b), (1,8)naphthyridines 3(a,b) and diazepines 4(a,b) were synthesized in one-pot reaction under phase-transfer catalysis conditions (PTC) starting with cyanoketene S,S-acetals 1 and cyanothioacetamide, cyanoacetamide or cyanoacetohydrazide in different molar ratios. The reaction of 2(a) with halo compounds in equimolar ratio gave thienopyridines 5(a-d). while on using 1:2 molar ratio afforded pyrrolothienopyridines 6(a-d). Also, bis thieno(1,8)naphthyridines 7(a-d) bis-pyrrolo (1,8)naphthyridine 9 and bis(1,6)naphthyridines 10(a-c) were obtained by treating (1,8)naphthyridine 3(a) with the suitable reagents.

  DOI：

  10.1080/10426500008046608
• 作为产物：
  描述：

  2-氰基硫代乙酰胺 、 [双(甲硫基)亚甲基]丙烷二腈 在 四丁基溴化铵 、 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 15.0h， 以77%的产率得到4-amino-3,5-dicyano-6-methylmercapto-2-thione
  参考文献：
  名称：

  ONE—POT SYNTHESIS OF PYRIDINES, THIENOPYRIDINES, PYRROLOTHIENOPYRIDINES AND (1,8) NAPHTHYRIDINES UNDER PHASE-TRANSFER CATALYSIS CONDITIONS

  摘要：

  A new series of pyridines 2(a,b), (1,8)naphthyridines 3(a,b) and diazepines 4(a,b) were synthesized in one-pot reaction under phase-transfer catalysis conditions (PTC) starting with cyanoketene S,S-acetals 1 and cyanothioacetamide, cyanoacetamide or cyanoacetohydrazide in different molar ratios. The reaction of 2(a) with halo compounds in equimolar ratio gave thienopyridines 5(a-d). while on using 1:2 molar ratio afforded pyrrolothienopyridines 6(a-d). Also, bis thieno(1,8)naphthyridines 7(a-d) bis-pyrrolo (1,8)naphthyridine 9 and bis(1,6)naphthyridines 10(a-c) were obtained by treating (1,8)naphthyridine 3(a) with the suitable reagents.

  DOI：

  10.1080/10426500008046608