2-(p-tolylaminomethyl)imidazoline | 87261-71-0

• 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-(p-tolylaminomethyl)imidazoline
• 英文别名: N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-4-methyl-aniline；N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-p-toluidine；N-(4,5-Dihydro-1H-imidazol-2-ylmethyl)-p-toluidin；(4,5-Dihydro-1H-imidazol-2-ylmethyl)-p-tolyl-amine；N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-4-methylaniline
• CAS: 87261-71-0
• 化学式: C₁₁H₁₅N₃
• 分子量: 189.26
• InChiKey: DUWYZPORHIKSDF-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：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  36.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(p-tolylaminomethyl)imidazoline 、 4-溴苯甲酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以67%的产率得到(4-bromophenyl)-[2-[(4-methylanilino)methyl]-4,5-dihydroimidazol-1-yl]methanone
  参考文献：
  名称：

  Aminoamidines

  摘要：

  2-(Arylaminomethyl)imidazolines were prepared by the reaction of arylaminoacetonitriles with ethylenediamine in the presence of catalytic amounts of P2S5 These imidazolines react with aroyl chlorides (1 : 2 ratio) to give diacylation products. In the case of a 1 : 1 mole ratio as well as on treatment with Ac2O in Et(3)N, monoacylation at the imidazoline ring predominantly occurs. Isomeric 2-(N-benzoyl-N-arylaminomethyl)imidazolines were obtained from N-benzoyl-N-arylaminoacetonitriles by the Pinner method. 2-(N-Aroyl-N-arylaminomethyl)benzimidazoles and -benzoxazoles were synthesized in a similar way.

  DOI：

  10.1007/bf01169722
• 作为产物：
  描述：

  [(4-甲基苯基)氨基]乙腈 、 乙二胺 在 tetraphosphorus decasulfide 作用下， 反应 2.5h， 以72%的产率得到2-(p-tolylaminomethyl)imidazoline
  参考文献：
  名称：

  Aminoamidines

  摘要：

  2-(Arylaminomethyl)imidazolines were prepared by the reaction of arylaminoacetonitriles with ethylenediamine in the presence of catalytic amounts of P2S5 These imidazolines react with aroyl chlorides (1 : 2 ratio) to give diacylation products. In the case of a 1 : 1 mole ratio as well as on treatment with Ac2O in Et(3)N, monoacylation at the imidazoline ring predominantly occurs. Isomeric 2-(N-benzoyl-N-arylaminomethyl)imidazolines were obtained from N-benzoyl-N-arylaminoacetonitriles by the Pinner method. 2-(N-Aroyl-N-arylaminomethyl)benzimidazoles and -benzoxazoles were synthesized in a similar way.

  DOI：

  10.1007/bf01169722

文献信息

• [EN] SELECTIVE ARYLATION OF DICHALCOGENIDES IN BIOMOLECULES<br/>[FR] ARYLATION SÉLECTIVE DE DICHALCOGÉNIDES DANS DES BIOMOLÉCULES
  申请人：MASSACHUSETTS INST TECHNOLOGY

  公开号：WO2016205798A1

  公开（公告）日：2016-12-22

  Disclosed are chemical transformations for the conjugation of unprotected peptide biomolecules. The processes feature several significant advantages over existing methods of peptide modification, including specificity towards selenocysteine over other nucleophiles (e.g., amines, hydroxyls), excellent functional group tolerance, and mild reaction conditions.

  本发明涉及用于结合未受保护的肽生物分子的化学转化方法。该过程相对于现有的肽修饰方法具有几个显著的优势，包括对硒蛋白氨基酸的特异性而不影响其他亲核物（例如氨基、羟基），良好的官能团耐受性和温和的反应条件。
• Aminoamidines
  作者：E. E. Korshin、L. I. Sabirova、T. A. Ziablikova、I. E. Ismaev、Ya. A. Levin

  DOI：10.1007/bf01169723

  日期：1994.3

  N-Aryl-substituted 5-oxo-tetrahydroimidazo[1,5-a]imidazoles, tetrahydroimidazo[1,2-c][1,3,2 lambda(3)]- and -[1,2-c][1,3,2 lambda(5)]diazaphospholes, as well as 6-ore- and 5,6-dioxohexahydroimidazo[1, 2-a]pyrazines were synthesized using 2-arylaminomethylimidazolines as 1,4-binucleophiles.