2-[(1-苯胺基-2,2,2-三氟亚乙基)氨基]苯甲酸 | 60498-34-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-[(1-苯胺基-2,2,2-三氟亚乙基)氨基]苯甲酸
• 英文名称: 2-[(2,2,2-Trifluoro-N-phenyl-acetimidoyl)-amino]-benzoic acid
• 英文别名: 2-[(E)-(1-Anilino-2,2,2-trifluoroethylidene)amino]benzoic acid；2-[(1-anilino-2,2,2-trifluoroethylidene)amino]benzoic acid
• CAS: 60498-34-2
• 化学式: C₁₅H₁₁F₃N₂O₂
• 分子量: 308.26
• InChiKey: ZYQOCABQUVIUDV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  61.7
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  苯胺 、 2-(三氟甲基)-3,1-苯并恶嗪-4-酮 反应 4.0h， 以85%的产率得到2-[(1-苯胺基-2,2,2-三氟亚乙基)氨基]苯甲酸
  参考文献：
  名称：

  Etude du comportement de benzoxazinones, substituées en position 2 par des groupements (per)halogénés, vis-á-vis de l'aniline

  摘要：

  This study describes firstly the synthesis of benzoxazinones substituted in position 2 by halogenated groups such as -(CH2)n-R(F, Cl) where n = 0, 1 and 2 and R(F, Cl) is a perhalogenated group, and secondly the reaction of these new benzoxazinones with aniline, in different media.Thus it is shown that the behaviour of trifluoromethyl-2-benzoxazinone towards aniline is different, in most cases, in comparison with benzoxazinones substituted by perfluorinated groups CnF2n+1 with n = 2, 3 and 7. Under certain conditions (hot ethanol and aniline with triphenyl phosphite), it is observed that nucleophilic attack of aniline only occurs on the carbonyl group when benzoxazinones are substituted by an electron-withdrawing group such as C2F5, C3F7 and C7F15.

  DOI：

  10.1016/s0022-1139(00)82790-6

文献信息

• Etude du comportement de benzoxazinones, substituées en position 2 par des groupements (per)halogénés, vis-á-vis de l'aniline
  作者：B. Boutevin、L. Ranjalahy Rasoloarijao、A. Rousseau、J. Garapon、B. Sillion

  DOI：10.1016/s0022-1139(00)82790-6

  日期：1992.7

  This study describes firstly the synthesis of benzoxazinones substituted in position 2 by halogenated groups such as -(CH2)n-R(F, Cl) where n = 0, 1 and 2 and R(F, Cl) is a perhalogenated group, and secondly the reaction of these new benzoxazinones with aniline, in different media.Thus it is shown that the behaviour of trifluoromethyl-2-benzoxazinone towards aniline is different, in most cases, in comparison with benzoxazinones substituted by perfluorinated groups CnF2n+1 with n = 2, 3 and 7. Under certain conditions (hot ethanol and aniline with triphenyl phosphite), it is observed that nucleophilic attack of aniline only occurs on the carbonyl group when benzoxazinones are substituted by an electron-withdrawing group such as C2F5, C3F7 and C7F15.