2,6-dicarboxamido-3-trifluoromethyl-6-methylaniline | 507476-78-0

• 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: 2,6-dicarboxamido-3-trifluoromethyl-6-methylaniline
• 英文别名: 2-Amino-4-methyl-6-(trifluoromethyl)benzene-1,3-dicarboxamide
• CAS: 507476-78-0
• 化学式: C₁₀H₁₀F₃N₃O₂
• 分子量: 261.204
• InChiKey: COALFTIUZOPKND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  112
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,6-dicarboxamido-3-trifluoromethyl-6-methylaniline 在 manganese(IV) oxide 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 6.0h， 生成 2,7-dimethyl-5-trifluoromethyl-8-carboxamido-4(3H)-quinazolone
  参考文献：
  名称：

  A simple and facile method for the synthesis of novel 5/7 trifluoromethyl-substituted 4(3H)-quinazolone regioisomers

  摘要：

  The unsymmetrical 1,3-diketones 1 on reaction with malononitrile is resulted an interesting trifunctional intermediates 2 and 3. The intermediate 2 is hydrolyzed to give 2,6-dicarboxamido aniline 4 which on cyclisation gave two regioisomers of 1,2-dihydro-4(3H)quinazolinones 5 and 6. The effect of substituents on compound 4 is characteristic for formation of regioisomers in different proportions. Each regioisomer on dehydrogenation under mild condition using active MnO2 gave corresponding 4(3H)-quinazolones 7 and 8, respectively. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-1139(02)00194-x
• 作为产物：
  描述：

  2,6-二氰基-3-三氟甲基-5-甲基苯胺 在 氢氧化钾 作用下， 反应 7.0h， 以82%的产率得到2,6-dicarboxamido-3-trifluoromethyl-6-methylaniline
  参考文献：
  名称：

  A simple and facile method for the synthesis of novel 5/7 trifluoromethyl-substituted 4(3H)-quinazolone regioisomers

  摘要：

  The unsymmetrical 1,3-diketones 1 on reaction with malononitrile is resulted an interesting trifunctional intermediates 2 and 3. The intermediate 2 is hydrolyzed to give 2,6-dicarboxamido aniline 4 which on cyclisation gave two regioisomers of 1,2-dihydro-4(3H)quinazolinones 5 and 6. The effect of substituents on compound 4 is characteristic for formation of regioisomers in different proportions. Each regioisomer on dehydrogenation under mild condition using active MnO2 gave corresponding 4(3H)-quinazolones 7 and 8, respectively. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-1139(02)00194-x