5-(4-甲氧基苯基)-4-苯基-1,3-噻唑-2-胺 | 121244-35-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-(4-甲氧基苯基)-4-苯基-1,3-噻唑-2-胺
• 英文名称: 5-(4-methoxyphenyl)-4-phenyl-1,3-thiazol-2-amine
• CAS: 121244-35-7
• 化学式: C₁₆H₁₄N₂OS
• 分子量: 282.366
• InChiKey: ANTGCPUUCSKJPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  76.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2'-溴-4-氯苯乙酮 、 5-(4-甲氧基苯基)-4-苯基-1,3-噻唑-2-胺 以60%的产率得到
  参考文献：
  名称：

  DASH, B.;MOHAPATRA, P. K., J. INST. CHEM. (INDIA), 1984, 56, N 1, 11-14

  摘要：

  DOI：
• 作为产物：
  描述：

  硫脲 、 N-[1-(4-methoxyphenyl)-2-phenyl-2,2-dichloroethyl]parachlorophenylsulfonamide 在 sodium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以89%的产率得到5-(4-甲氧基苯基)-4-苯基-1,3-噻唑-2-胺
  参考文献：
  名称：

  Cascade synthesis of 2-amino-5-(4-methoxyphenyl)-4-phenyl-1,3-thiazole by reaction of 4-chloro-N-[2,2-dichloro-1-(4-methoxyphenyl)-2-phenylethyl]benzenesulfonamide with thiourea

  摘要：

  4-Chloro-N-[2,2-dichloro-1-(4-methoxyphenyl)-2-phenylethyl]benzenesulfonamide reacted with thiourea on heating in DMF in the presence of sodium carbonate to give 5-(4-methoxyphenyl)-4-phenyl-1,3-thiazole-2-amine. A probable reaction scheme includes cyclization of the initial N-dichloroethyl amide to N-sulfonyl-2,3-diaryl-2-chloroaziridine which undergoes isomerization with opening of the three-membered ring to 1-arylsulfonylamino-2-chloro-2-(4-methoxyphenyl)-1-phenylethene. The subsequent heterocyclization in the reaction with thiourea is accompanied by aromatization via elimination of the arenesulfonamide fragment.

  DOI：

  10.1134/s1070428011040178

文献信息

• Cascade synthesis of 2-amino-5-(4-methoxyphenyl)-4-phenyl-1,3-thiazole by reaction of 4-chloro-N-[2,2-dichloro-1-(4-methoxyphenyl)-2-phenylethyl]benzenesulfonamide with thiourea
  作者：G. N. Rozentsveig、V. Yu. Serykh、K. A. Chernyshev、I. B. Rozentsveig、G. G. Levkovskaya、L. B. Krivdin

  DOI：10.1134/s1070428011040178

  日期：2011.4

  4-Chloro-N-[2,2-dichloro-1-(4-methoxyphenyl)-2-phenylethyl]benzenesulfonamide reacted with thiourea on heating in DMF in the presence of sodium carbonate to give 5-(4-methoxyphenyl)-4-phenyl-1,3-thiazole-2-amine. A probable reaction scheme includes cyclization of the initial N-dichloroethyl amide to N-sulfonyl-2,3-diaryl-2-chloroaziridine which undergoes isomerization with opening of the three-membered ring to 1-arylsulfonylamino-2-chloro-2-(4-methoxyphenyl)-1-phenylethene. The subsequent heterocyclization in the reaction with thiourea is accompanied by aromatization via elimination of the arenesulfonamide fragment.
• DASH, B.;MOHAPATRA, P. K., J. INST. CHEM. (INDIA), 1984, 56, N 1, 11-14
  作者：DASH, B.、MOHAPATRA, P. K.

  DOI：——

  日期：——