2-Amino-5-benzenesulfonyl-N-hydroxy-4-phenyl-thiophene-3-carboxamidine | 197861-66-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-Amino-5-benzenesulfonyl-N-hydroxy-4-phenyl-thiophene-3-carboxamidine
• 英文别名: 2-amino-5-(benzenesulfonyl)-N'-hydroxy-4-phenylthiophene-3-carboximidamide
• CAS: 197861-66-8
• 化学式: C₁₇H₁₅N₃O₃S₂
• 分子量: 373.456
• InChiKey: RBFYRVPMVWQPGB-UHFFFAOYSA-N

物化性质

• 熔点：
  274 °C
• 沸点：
  640.9±65.0 °C(predicted)
• 密度：
  1.48±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.92
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  118.77
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-Amino-5-benzenesulfonyl-N-hydroxy-4-phenyl-thiophene-3-carboxamidine 在 哌啶 作用下， 以 吡啶 、 乙醇 为溶剂， 反应 17.0h， 生成 2-Benzenesulfonyl-3,5,7-triphenyl-1-thia-4,7a,8-triaza-cyclopenta[a]indene
  参考文献：
  名称：

  Syntheses with heterocyclic ?-enaminonitriles: An expeditious synthetic approach to polyfunctionally substituted 5-phenylsulfonylthiophenes and their fused derivatives

  摘要：

  Phenylsulfonylacetophenones 1 react with a mixture of elemental sulfur and malononitrile to yield the corresponding 2-amino-4-aryl-5-phenylsulfonylthiophene-3-carbonitriles 2. Compound 2a could be annelated to the corresponding thieno[2,3-d]pyrimidine and thieno[2,3-c]-pyrazole derivatives 3 and 5 upon reaction with nitrogen nucleophiles (cyanamide and hydroxylamine hydrochloride), respectively. The applicability and synthetic potency of 5 to develop a facile convenient route to the polyfunctionally substituted thieno[2',3':3,4]pyrazolo[1,5-a]pyrimidines 8, 14, 17, 20, and 21 is reported. Chemical and spectroscopic evidences for the structures of the new compounds are presented.

  DOI：

  10.1007/bf00807600
• 作为产物：
  描述：

  2-(苯基磺酰)苯乙酮 在 ammonium hydroxide 、 盐酸羟胺 、 sulfur 、 三乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 30.0h， 生成 2-Amino-5-benzenesulfonyl-N-hydroxy-4-phenyl-thiophene-3-carboxamidine
  参考文献：
  名称：

  Syntheses with heterocyclic ?-enaminonitriles: An expeditious synthetic approach to polyfunctionally substituted 5-phenylsulfonylthiophenes and their fused derivatives

  摘要：

  Phenylsulfonylacetophenones 1 react with a mixture of elemental sulfur and malononitrile to yield the corresponding 2-amino-4-aryl-5-phenylsulfonylthiophene-3-carbonitriles 2. Compound 2a could be annelated to the corresponding thieno[2,3-d]pyrimidine and thieno[2,3-c]-pyrazole derivatives 3 and 5 upon reaction with nitrogen nucleophiles (cyanamide and hydroxylamine hydrochloride), respectively. The applicability and synthetic potency of 5 to develop a facile convenient route to the polyfunctionally substituted thieno[2',3':3,4]pyrazolo[1,5-a]pyrimidines 8, 14, 17, 20, and 21 is reported. Chemical and spectroscopic evidences for the structures of the new compounds are presented.

  DOI：

  10.1007/bf00807600