4-amino-1-phenyl-pyrrol-3-carboxamid | 88796-36-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 4-amino-1-phenyl-pyrrol-3-carboxamid
• 英文别名: 4-Amino-1-phenyl-1H-pyrrole-3-carboxamide；4-amino-1-phenylpyrrole-3-carboxamide
• CAS: 88796-36-5
• 化学式: C₁₁H₁₁N₃O
• 分子量: 201.228
• InChiKey: NVGZDERAIUSBNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-amino-1-phenyl-pyrrol-3-carboxamid 在 锌 作用下， 以 溶剂黄146 为溶剂， 生成 6-amino-1-phenylpyrrolo<3,2-b>pyridine-3-carboxamide
  参考文献：
  名称：

  5,6-Condensed 3-nitropyridines from heterocyclic amines and nitromalonaldehyde

  摘要：

  DOI：

  10.1007/bf00515347
• 作为产物：
  描述：

  3-氨基-4-氰基-1-苯基-1H-吡咯-2-羧酸乙酯 在 氢氧化钾 作用下， 反应 0.25h， 以62%的产率得到4-amino-1-phenyl-pyrrol-3-carboxamid
  参考文献：
  名称：

  Zur Synthese von 3-Amino-pyrrolen durch Thorpe-Ziegler-Cyclisierung

  摘要：

  N-Aryl and alkylaminomethylene cyanacetic acid derivatives 1 react with alpha-halogencarbonyl compounds 2 in the presence of potassium carbonate/sodium ethoxide to yield the substituted 3-amino-pyrroles 6. Using the same principle of cyclization pyrrole derivatives 6 can also be obtained by reaction of beta-chloro- and beta-alkoxymethylenemalononitriles 4 with beta-aminocarbonyl compounds 5. From the malononitrile derivatives 1 containing the methylthio group in the beta-position, and alpha-halogen ketones 7, the 2-dicyanomethylene oxazolines 8 arise which undergo alkoholysis by treatment with sodium alkoxide to form the 3-amino-5-alkoxy-pyrrole derivatives 9.

  DOI：

  10.1002/prac.19923340608

文献信息

• SHEFER, X.;GEVALD, K.;SHMIDT, M., XIMIYA GETEROTSIKL. SOEDIN., 1983, N 11, 1471-1475
  作者：SHEFER, X.、GEVALD, K.、SHMIDT, M.

  DOI：——

  日期：——
• Zur Synthese von 3-Amino-pyrrolen durch Thorpe-Ziegler-Cyclisierung
  作者：K. Gewald、H. Sch�fer、P. Bellmann、U. Hain

  DOI：10.1002/prac.19923340608

  日期：——

  N-Aryl and alkylaminomethylene cyanacetic acid derivatives 1 react with alpha-halogencarbonyl compounds 2 in the presence of potassium carbonate/sodium ethoxide to yield the substituted 3-amino-pyrroles 6. Using the same principle of cyclization pyrrole derivatives 6 can also be obtained by reaction of beta-chloro- and beta-alkoxymethylenemalononitriles 4 with beta-aminocarbonyl compounds 5. From the malononitrile derivatives 1 containing the methylthio group in the beta-position, and alpha-halogen ketones 7, the 2-dicyanomethylene oxazolines 8 arise which undergo alkoholysis by treatment with sodium alkoxide to form the 3-amino-5-alkoxy-pyrrole derivatives 9.
• 5,6-Condensed 3-nitropyridines from heterocyclic amines and nitromalonaldehyde
  作者：H. Sch�fer、K. Gewald、M. Schmidt

  DOI：10.1007/bf00515347

  日期：1983.11