4-[5-amino-4-[4-(4-chlorophenyl)-1,3-thiazol-2-yl]-3-oxo-2H-pyrrol-1-yl]benzoic acid | 716352-18-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 4-[5-amino-4-[4-(4-chlorophenyl)-1,3-thiazol-2-yl]-3-oxo-2H-pyrrol-1-yl]benzoic acid
• CAS: 716352-18-0
• 化学式: C₂₀H₁₄ClN₃O₃S
• 分子量: 411.868
• InChiKey: PXQREJSXNWYZKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.88
• 重原子数：
  28.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  96.52
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  N-(4-dimethylaminophenyl)-2-chloroacetamide 、 4-[5-amino-4-[4-(4-chlorophenyl)-1,3-thiazol-2-yl]-3-oxo-2H-pyrrol-1-yl]benzoic acid 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以82%的产率得到4-{5-Amino-4-[4-(4-chloro-phenyl)-thiazol-2-yl]-3-oxo-2,3-dihydro-pyrrol-1-yl}-benzoic acid (4-dimethylamino-phenylcarbamoyl)-methyl ester
  参考文献：
  名称：

  Chemoselective Alkylation of 3- and 4-(5-Amino-4-hetaryl-2,3-dihydro-3-oxopyrrol-1-yl)benzoic Acids

  摘要：

  Alkylation of 3- and 4-(5-amino-4-hetaryl-2,3-dihydro-3-oxopyrrol-1-yl)benzoic acids with phenacyl bromides or chloroacetanilides in DMF in the presence of triethylamine occurs at the carboxy group with high selectivity and yields the corresponding phenacyl and arylcarbamoylmethyl esters. The initial pyrrolyl-benzoic acids were synthesized by reaction of 3- and 4-aminobenzoic acids with 4-chloro-2-hetaryl-3-oxo-butyronitriles.

  DOI：

  10.1023/b:rujo.0000034973.29561.7c
• 作为产物：
  描述：

  对氨基苯甲酸 、 alpha-(Chloroacetyl)-4-(4-chlorophenyl)-2-thiazoleacetonitrile 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以80%的产率得到4-[5-amino-4-[4-(4-chlorophenyl)-1,3-thiazol-2-yl]-3-oxo-2H-pyrrol-1-yl]benzoic acid
  参考文献：
  名称：

  Chemoselective Alkylation of 3- and 4-(5-Amino-4-hetaryl-2,3-dihydro-3-oxopyrrol-1-yl)benzoic Acids

  摘要：

  Alkylation of 3- and 4-(5-amino-4-hetaryl-2,3-dihydro-3-oxopyrrol-1-yl)benzoic acids with phenacyl bromides or chloroacetanilides in DMF in the presence of triethylamine occurs at the carboxy group with high selectivity and yields the corresponding phenacyl and arylcarbamoylmethyl esters. The initial pyrrolyl-benzoic acids were synthesized by reaction of 3- and 4-aminobenzoic acids with 4-chloro-2-hetaryl-3-oxo-butyronitriles.

  DOI：

  10.1023/b:rujo.0000034973.29561.7c

文献信息

• Chemoselective Alkylation of 3- and 4-(5-Amino-4-hetaryl-2,3-dihydro-3-oxopyrrol-1-yl)benzoic Acids
  作者：E. V. Resnyanskaya、A. V. Tverdokhlebov、Yu. M. Volovenko、T. V. Shokol

  DOI：10.1023/b:rujo.0000034973.29561.7c

  日期：2004.3

  Alkylation of 3- and 4-(5-amino-4-hetaryl-2,3-dihydro-3-oxopyrrol-1-yl)benzoic acids with phenacyl bromides or chloroacetanilides in DMF in the presence of triethylamine occurs at the carboxy group with high selectivity and yields the corresponding phenacyl and arylcarbamoylmethyl esters. The initial pyrrolyl-benzoic acids were synthesized by reaction of 3- and 4-aminobenzoic acids with 4-chloro-2-hetaryl-3-oxo-butyronitriles.