(Z)-5-(2-chlorobenzylidene)-creatinine | 171286-29-6

• 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: (Z)-5-(2-chlorobenzylidene)-creatinine
• 英文别名: (Z)-2-amino-5-(2-chlorobenzylidene)-1-methyl-1H-imidazol-4(5H)-one
• CAS: 171286-29-6
• 化学式: C₁₁H₁₀ClN₃O
• 分子量: 235.673
• InChiKey: PRMUPEYHGOEZFJ-TWGQIWQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.68
• 重原子数：
  16.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  56.19
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  肌酸酐 、 2-氯苯甲醛 在 sodium acetate 、 溶剂黄146 作用下， 反应 4.0h， 以37%的产率得到(E)-2-amino-5-(2-chlorobenzylidene)-1-methyl-1H-imidazol-4(5H)-one
  参考文献：
  名称：

  Crystallographic studies of (Z) and (E) isomers of 2-amino-5-(2-chlorobenzylidene)-1-methyl-1H-imidazol-4(5H)-one

  摘要：

  The X-ray structures of two geometric isomers of 5-(2-chlorobenzylidene)-creatinine (1) are reported. In the crystal of almost planar 1-(E) hydrogen bonded centrosymmetric dimmers dominate, while in the structure of 1-(Z), adopting the twisted conformation, helical chains motifs, subsequently intertwined in braids, are preferred. Both creatinine analogs were found to crystallize in the 2-amino tautomeric form. X-ray investigations have been supported with (1)H and (13)C NMR data that confirmed 2-amino form also in DMSO solutions of (E)- and (Z)-5-(2-chlorobenzylidene)-creatinine. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2009.11.058

文献信息

• Dry Condensation of Creatinine with Aldehydes Under Focused Microwave Irradiation
  作者：Didier Villemin、Beno[icaron]t Martin

  DOI：10.1080/00397919508015462

  日期：1995.10

  Abstract Creatinine was condensed with aromatic aldehydes into Z-arylidene creatinines without solvent under focused microwave irradiation.

  摘要 在聚焦微波辐照下，肌酐与芳香醛缩合成Z-亚芳基肌酐，无需溶剂。
• Crystallographic studies of (Z) and (E) isomers of 2-amino-5-(2-chlorobenzylidene)-1-methyl-1H-imidazol-4(5H)-one
  作者：Janina Karolak-Wojciechowska、Ewa Szymańska、Andrzej Fruziński、Katarzyna Kieć-Kononowicz

  DOI：10.1016/j.molstruc.2009.11.058

  日期：2010.3

  The X-ray structures of two geometric isomers of 5-(2-chlorobenzylidene)-creatinine (1) are reported. In the crystal of almost planar 1-(E) hydrogen bonded centrosymmetric dimmers dominate, while in the structure of 1-(Z), adopting the twisted conformation, helical chains motifs, subsequently intertwined in braids, are preferred. Both creatinine analogs were found to crystallize in the 2-amino tautomeric form. X-ray investigations have been supported with (1)H and (13)C NMR data that confirmed 2-amino form also in DMSO solutions of (E)- and (Z)-5-(2-chlorobenzylidene)-creatinine. (C) 2009 Elsevier B.V. All rights reserved.