(E)-methyl 3-(2,6-dichlorophenyl)-5-(2-(dimethylamino)vinyl)isoxazole-4-carboxylate | 1610688-76-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-methyl 3-(2,6-dichlorophenyl)-5-(2-(dimethylamino)vinyl)isoxazole-4-carboxylate
• 英文别名: methyl 3-(2,6-dichlorophenyl)-5-[(E)-2-(dimethylamino)ethenyl]-1,2-oxazole-4-carboxylate
• CAS: 1610688-76-0
• 化学式: C₁₅H₁₄Cl₂N₂O₃
• 分子量: 341.194
• InChiKey: VNGMJYMAXYGYOP-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  55.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-methyl 3-(2,6-dichlorophenyl)-5-(2-(dimethylamino)vinyl)isoxazole-4-carboxylate 在 乙酰氯 作用下， 以 1,4-二氧六环 为溶剂， 以61%的产率得到dimethyl 5,5'-((1E,3Z)-4-(dimethylamino)buta-1,3-diene-1,3-diyl)bis(3-(2,6-dichlorophenyl)isoxazole-4-carboxylate)
  参考文献：
  名称：

  Self-condensation of β-(isoxazol-5-yl) enamines under treatment with acetyl chloride and acids. Synthesis of novel 1,3-diisoxazolyl-1,3-dieneamines and 1,3,5-triisoxazolyl benzenes

  摘要：

  Two directions for self-condensation of beta-(isoxazol-5-yl) enamines under treatment with either acetyl chloride or acids were found leading to new 1,3-diisoxazolyl-1,3-dieneamines and 1,3,5-triisoxazolyl benzenes. The effect of solvent, acid, temperature and the reaction time on the ratio of reaction products were investigated. Trans-E-cis configuration of prepared 1,3-diisoxazolyl-1,3-dieneamines was unambiguously confirmed by 2D NMR spectra and X-ray analysis. A new mechanism of 1,3-diisoxazolyl-1,3-dieneamines formation was proposed. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.04.015
• 作为产物：
  描述：

  N,N-二甲基甲酰胺二甲基缩醛 、 3-(2,6-二氯苯基)-5-甲基异噁唑-4-羧酸甲酯 在 N-甲基咪唑 作用下， 反应 6.0h， 以80%的产率得到(E)-methyl 3-(2,6-dichlorophenyl)-5-(2-(dimethylamino)vinyl)isoxazole-4-carboxylate
  参考文献：
  名称：

  Self-condensation of β-(isoxazol-5-yl) enamines under treatment with acetyl chloride and acids. Synthesis of novel 1,3-diisoxazolyl-1,3-dieneamines and 1,3,5-triisoxazolyl benzenes

  摘要：

  Two directions for self-condensation of beta-(isoxazol-5-yl) enamines under treatment with either acetyl chloride or acids were found leading to new 1,3-diisoxazolyl-1,3-dieneamines and 1,3,5-triisoxazolyl benzenes. The effect of solvent, acid, temperature and the reaction time on the ratio of reaction products were investigated. Trans-E-cis configuration of prepared 1,3-diisoxazolyl-1,3-dieneamines was unambiguously confirmed by 2D NMR spectra and X-ray analysis. A new mechanism of 1,3-diisoxazolyl-1,3-dieneamines formation was proposed. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.04.015