3-phenyl-2H-azirine-2-carboxylic acid dimethylamide | 89649-08-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-phenyl-2H-azirine-2-carboxylic acid dimethylamide
• 英文别名: N,N-Dimethyl-3-phenyl-2H-azirine-2-carboxamide
• CAS: 89649-08-1
• 化学式: C₁₁H₁₂N₂O
• 分子量: 188.229
• InChiKey: ZIZCRYVLPMUCBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-phenyl-2H-azirine-2-carboxylic acid dimethylamide 在 盐酸 作用下， 以 甲醇 为溶剂， 生成 3-Phenyl-1,4,5,6,7,8-hexahydro-cyclohepta[b]pyrrole-2-carboxylic acid dimethylamide
  参考文献：
  名称：

  Law, Kam Wah; Lai, Ting-Fong; Sammes, Michael P., Journal of the Chemical Society. Perkin transactions I, 1984, p. 111 - 118

  摘要：

  DOI：
• 作为产物：
  描述：

  dimethyl-(3-phenyl-isoxazol-5-yl)-amine 在 iron(II) chloride 作用下， 以 乙腈 为溶剂， 反应 40.0h， 生成 3-phenyl-2H-azirine-2-carboxylic acid dimethylamide
  参考文献：
  名称：

  Iron dichloride induced isomerization or reductive cleavage of isoxazoles: A facile synthesis of 2-carboxy-azirines

  摘要：

  5-Alkoxy-isoxazoles and N,N-disubstituted-5-isoxazolamines were found to isomerize to azirine derivatives by the use of iron dichloride as catalyst. On the contrary 5-alkyl- and 5-aryl-isoxazoles in the presence of the same salt, undergo reductive cleavage to enaminoketones. A common reaction intermediate is proposed. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00696-0

文献信息

• LAW, KAM, WAH;LAI, TING-FONG;SAMMES, M. P.;KATRITZKY, A. R.;MAK, T. C. W., J. CHEM. SOC. PERKIN TRANS., 1984, N 1, 111-118
  作者：LAW, KAM, WAH、LAI, TING-FONG、SAMMES, M. P.、KATRITZKY, A. R.、MAK, T. C. W.

  DOI：——

  日期：——
• Iron dichloride induced isomerization or reductive cleavage of isoxazoles: A facile synthesis of 2-carboxy-azirines
  作者：Sergio Auricchio、Antonella Bini、Eros Pastormerlo、Ada M. Truscello

  DOI：10.1016/s0040-4020(97)00696-0

  日期：1997.8

  5-Alkoxy-isoxazoles and N,N-disubstituted-5-isoxazolamines were found to isomerize to azirine derivatives by the use of iron dichloride as catalyst. On the contrary 5-alkyl- and 5-aryl-isoxazoles in the presence of the same salt, undergo reductive cleavage to enaminoketones. A common reaction intermediate is proposed. (C) 1997 Elsevier Science Ltd.
• Law, Kam Wah; Lai, Ting-Fong; Sammes, Michael P., Journal of the Chemical Society. Perkin transactions I, 1984, p. 111 - 118
  作者：Law, Kam Wah、Lai, Ting-Fong、Sammes, Michael P.、Katritzky, Alan R.、Mak, Thomas C.W.

  DOI：——

  日期：——