4,4'-(3-(3-methyl-4-nitroisoxazol-5-yl)-2-phenylpropane-1,1-diyl)bis(thiazol-2-amine) | 1389313-02-3

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 4,4'-(3-(3-methyl-4-nitroisoxazol-5-yl)-2-phenylpropane-1,1-diyl)bis(thiazol-2-amine)
• CAS: 1389313-02-3
• 化学式: C₁₉H₁₈N₆O₃S₂
• 分子量: 442.522
• InChiKey: AJVHWCLSBHWSTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.13
• 重原子数：
  30.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  146.99
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  4,4'-(3-(3-methyl-4-nitroisoxazol-5-yl)-2-phenylpropane-1,1-diyl)bis(thiazol-2-amine) 、 2'-羟基查耳酮 以 1,4-二氧六环 为溶剂， 反应 4.0h， 以79%的产率得到2,2'-((3-(3-methyl-4-nitroisoxazol-5-yl)-2-phenylpropane-1,1-diyl)bis(7-phenyl-7H-thiazolo[3,2-a]pyrimidine-3,5-diyl))diphenol
  参考文献：
  名称：

  Synthesis of novel isoxazolyl bis-thiazolo[3,2-a]pyrimidines

  摘要：

  A new synthetic strategy for the synthesis of novel 3-(3-(3-methyl-4-nitroisoxazol-5-yl)-2-phenyl-1-(5,7-diaryl-7H-thiazolo[3,2-a]pyrimidin-3-yl)propyl)-5,7-diaryl-7H-thiazolo[3,2-a] pyrimidines (7a-i) analogues is described. Reaction of 3-(2-(3-methyl-4-nitroisoxazole-5-yl)-1-phenylethyl)pentane-2,4-dione (3) with two moles of thiourea in presence of iodine and CuO afforded 4-(1-(2-aminothiazol-4-yl)-3-(3-methyl-4-nitroisoxazol-5-yl)-2-aryl propyl-thiazol-2-amine (5). Compound 5 on reaction with two moles of chalcone (6) furnished novel 3-(3-(3-methyl-4-nitroisoxazol-5-yl)-2-phenyl-1-(5,7-diaryl-7H-thiazolo[3,2-a]pyrimidin-3-yl)propyl)-5,7-diaryl-7H-thiazolo[3,2-a] pyrimidines (7a-i). (C) 2012 E. Rajanarendar. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2012.06.029
• 作为产物：
  描述：

  乙酰丙酮 在 碘 、 三乙胺 、 copper(II) oxide 作用下， 以 乙醇 为溶剂， 反应 10.0h， 生成 4,4'-(3-(3-methyl-4-nitroisoxazol-5-yl)-2-phenylpropane-1,1-diyl)bis(thiazol-2-amine)
  参考文献：
  名称：

  Synthesis of novel isoxazolyl bis-thiazolo[3,2-a]pyrimidines

  摘要：

  A new synthetic strategy for the synthesis of novel 3-(3-(3-methyl-4-nitroisoxazol-5-yl)-2-phenyl-1-(5,7-diaryl-7H-thiazolo[3,2-a]pyrimidin-3-yl)propyl)-5,7-diaryl-7H-thiazolo[3,2-a] pyrimidines (7a-i) analogues is described. Reaction of 3-(2-(3-methyl-4-nitroisoxazole-5-yl)-1-phenylethyl)pentane-2,4-dione (3) with two moles of thiourea in presence of iodine and CuO afforded 4-(1-(2-aminothiazol-4-yl)-3-(3-methyl-4-nitroisoxazol-5-yl)-2-aryl propyl-thiazol-2-amine (5). Compound 5 on reaction with two moles of chalcone (6) furnished novel 3-(3-(3-methyl-4-nitroisoxazol-5-yl)-2-phenyl-1-(5,7-diaryl-7H-thiazolo[3,2-a]pyrimidin-3-yl)propyl)-5,7-diaryl-7H-thiazolo[3,2-a] pyrimidines (7a-i). (C) 2012 E. Rajanarendar. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2012.06.029