2-[(4-Methyl-benzylamino)-methyl]-phenylamine | 76285-60-4

• 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-[(4-Methyl-benzylamino)-methyl]-phenylamine
• 英文别名: 2-[[(4-Methylphenyl)methylamino]methyl]aniline
• CAS: 76285-60-4
• 化学式: C₁₅H₁₈N₂
• mdl: MFCD22813928
• 分子量: 226.321
• InChiKey: JNAIWNVPXDXEBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  38
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N-二甲基甲酰胺二甲基缩醛 、 2-[(4-Methyl-benzylamino)-methyl]-phenylamine 反应 3.0h， 以46%的产率得到3-[(4-methylphenyl)methyl]-4H-quinazoline
  参考文献：
  名称：

  Ru(II)–arene complexes with N-substituted 3,4-dihydroquinazoline ligands and catalytic activity for transfer hydrogenation reaction

  摘要：

  In this study, N-coordinated 3,4-dihydroquinazoline ruthenium(II) complexes were synthesized by the cleavage reaction of [RuCl2(p-cymene)](2) wit h N-substituted 3,4-dihydroquinazolines. In addition, the X-ray crystal structure of 2,4,6-trimethylbenzyl substituted 3,4-dihydroquinazoline Ru(II) complex (1a) is reported. Furthermore, the resulting piano-stool complexes were evaluated as transfer hydrogenation catalysts for reduction of acetophenone in the presence of 2-propanol and KOH at 82 degrees C. All the complexes showed good to excellent performance after 1 h in the conversion of acetophenone to alcohol and the reaction rate was found to be sensitive to changes on the N-substituent. Additionally, the most active catalyst 1a was used in trans fer hydrogenation of different ketones to investigate the effect of substituents on ketones. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2013.02.005
• 作为产物：
  描述：

  2-氨基苄胺 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 27.0h， 生成 2-[(4-Methyl-benzylamino)-methyl]-phenylamine
  参考文献：
  名称：

  Ru(II)–arene complexes with N-substituted 3,4-dihydroquinazoline ligands and catalytic activity for transfer hydrogenation reaction

  摘要：

  In this study, N-coordinated 3,4-dihydroquinazoline ruthenium(II) complexes were synthesized by the cleavage reaction of [RuCl2(p-cymene)](2) wit h N-substituted 3,4-dihydroquinazolines. In addition, the X-ray crystal structure of 2,4,6-trimethylbenzyl substituted 3,4-dihydroquinazoline Ru(II) complex (1a) is reported. Furthermore, the resulting piano-stool complexes were evaluated as transfer hydrogenation catalysts for reduction of acetophenone in the presence of 2-propanol and KOH at 82 degrees C. All the complexes showed good to excellent performance after 1 h in the conversion of acetophenone to alcohol and the reaction rate was found to be sensitive to changes on the N-substituent. Additionally, the most active catalyst 1a was used in trans fer hydrogenation of different ketones to investigate the effect of substituents on ketones. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2013.02.005

文献信息

• Cyclic guanidines. IX. Synthesis of 2-amino-3,4-dihydroquinazolines as blood platelet aggregation inhibitors.
  作者：FUMIYOSHI ISHIKAWA、YOSHIFUMI WATANABE、JUNJI SAEGUSA

  DOI：10.1248/cpb.28.1357

  日期：——

  A series of aryl-or aralky-substituted 2-amino-3, 4-dihydroquinazolines and related compounds were synthesized. The compounds were evaluated for inhibitory activity towards collagen-and ADP-induced aggregation of rat blood platelet in vitro and ex vivo. A group of 3-benzyl-substituted derivatives had potent activity. The structure-activity relationships are discussed.

  合成了一系列含有苯基或苯甲基取代的2-氨基-3,4-二氢喹唑啉及其相关化合物。这些化合物在体外和体内对大鼠血小板胶原和ADP诱导的聚集具有抑制活性，其中一类3-苄基取代的衍生物表现出较强的活性。相关结构与活性的关系进行了探讨。
• ISHIKAWA FUMIYOSHI; WATANABE YOSHIFUMI; SAEGUSA JUNJI, CHEM. AND PHARM. BULL., 1980, 28, NO 5, 1357-1364
  作者：ISHIKAWA FUMIYOSHI、 WATANABE YOSHIFUMI、 SAEGUSA JUNJI

  DOI：——

  日期：——
• Ru(II)–arene complexes with N-substituted 3,4-dihydroquinazoline ligands and catalytic activity for transfer hydrogenation reaction
  作者：Deniz Mercan、Engin Çetinkaya、Ertan Şahin

  DOI：10.1016/j.ica.2013.02.005

  日期：2013.5

  In this study, N-coordinated 3,4-dihydroquinazoline ruthenium(II) complexes were synthesized by the cleavage reaction of [RuCl2(p-cymene)](2) wit h N-substituted 3,4-dihydroquinazolines. In addition, the X-ray crystal structure of 2,4,6-trimethylbenzyl substituted 3,4-dihydroquinazoline Ru(II) complex (1a) is reported. Furthermore, the resulting piano-stool complexes were evaluated as transfer hydrogenation catalysts for reduction of acetophenone in the presence of 2-propanol and KOH at 82 degrees C. All the complexes showed good to excellent performance after 1 h in the conversion of acetophenone to alcohol and the reaction rate was found to be sensitive to changes on the N-substituent. Additionally, the most active catalyst 1a was used in trans fer hydrogenation of different ketones to investigate the effect of substituents on ketones. (C) 2013 Elsevier B.V. All rights reserved.