N-(4-chlorophenyl)-4,5-dihydro-1H-imidazol-2-carboxamide | 244095-51-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(4-chlorophenyl)-4,5-dihydro-1H-imidazol-2-carboxamide
• 英文别名: 2-(4'-chlorophenylcarbamoyl)-4,5-dihydro-1H-imidazole；4,5-dihydro-1H-imidazole-2-carbox(4-chloroanilide)；2-(4'-chlorophenylcarbamoyl)-4,5-dihydroimidazole；2-Imidazoline-2-carboxamide, N-(4-chlorophenyl)-；N-(4-chlorophenyl)-4,5-dihydro-1H-imidazole-2-carboxamide
• CAS: 244095-51-0
• 化学式: C₁₀H₁₀ClN₃O
• 分子量: 223.662
• InChiKey: RZAWRNCDJSLNAA-UHFFFAOYSA-N

物化性质

• 密度：
  1.42±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  53.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  25,26,27-tris(ethoxycarbonylmethoxy)-28-(carboxymethoxy)calix-4-arene 、 N-(4-chlorophenyl)-4,5-dihydro-1H-imidazol-2-carboxamide 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以45%的产率得到25,26,27-tris(ethoxycarbonylmethoxy)-28-[4-{(4,5-dihydro-1H-imidazol-2-yl)carbonylamino}phenyloxycarbonylmethoxy]calix-4-arene
  参考文献：
  名称：

  SYNTHESIS OF 25,26,27-TRIS(ETHOXYCARBONYLMETHOXY)- 28-(SUBSTITUTED OXY-CARBONYLMETHOXY) CALIX-4-ARENE: FIRST EXAMPLE OF CALIX-IMIDAZOLE/BENZIMIDAZOLE ANALOG

  摘要：

  Synthesis of calyx-imidazole/benzimidazole analog i.e., 25,26, 27-tris(ethoxycarbonylmethoxy)-28-({2'-phenylcarbamoyl} benzimidazolyloxycarbonylmethoxy) calyx-4-arene. 6(a), 25,26, 27-tris(ethoxycarbonylmethoxy)-28-({2"-phenylcarbamoyl} 4',5'-dihydroimidazolyloxycarbonylmethoxy) calyx-4-arene. 6(b) and 25,26,27-tris-(ethoxycarbonylmethoxy)-28-({2"-phenyl} aminocarbamoyl-4',5'-dihydroimidazolyloxycarbonylmethoxy) calyx-4-arene. 6(c) have been described. Structure elucidation explains the interaction of substituted imidazole/benzimidazole (1(a-c)) with calyx-4-arene system. Purity of all the synthesized products was ascertained on the basis of their column chromatographic resolution on silica gel using chloroform-ethylacetate (7 : 3, v/v) as eluent and recrystallization from a mixture of chloroform-methanol (1 : 1, v/v).

  DOI：

  10.1081/scc-120006023
• 作为产物：
  描述：

  对氯苯胺 在 sulfur 作用下， 以 溶剂黄146 、 甲苯 为溶剂， 反应 4.0h， 生成 N-(4-chlorophenyl)-4,5-dihydro-1H-imidazol-2-carboxamide
  参考文献：
  名称：

  SYNTHESIS OF 25,26,27-TRIS(ETHOXYCARBONYLMETHOXY)- 28-(SUBSTITUTED OXY-CARBONYLMETHOXY) CALIX-4-ARENE: FIRST EXAMPLE OF CALIX-IMIDAZOLE/BENZIMIDAZOLE ANALOG

  摘要：

  Synthesis of calyx-imidazole/benzimidazole analog i.e., 25,26, 27-tris(ethoxycarbonylmethoxy)-28-({2'-phenylcarbamoyl} benzimidazolyloxycarbonylmethoxy) calyx-4-arene. 6(a), 25,26, 27-tris(ethoxycarbonylmethoxy)-28-({2"-phenylcarbamoyl} 4',5'-dihydroimidazolyloxycarbonylmethoxy) calyx-4-arene. 6(b) and 25,26,27-tris-(ethoxycarbonylmethoxy)-28-({2"-phenyl} aminocarbamoyl-4',5'-dihydroimidazolyloxycarbonylmethoxy) calyx-4-arene. 6(c) have been described. Structure elucidation explains the interaction of substituted imidazole/benzimidazole (1(a-c)) with calyx-4-arene system. Purity of all the synthesized products was ascertained on the basis of their column chromatographic resolution on silica gel using chloroform-ethylacetate (7 : 3, v/v) as eluent and recrystallization from a mixture of chloroform-methanol (1 : 1, v/v).

  DOI：

  10.1081/scc-120006023

文献信息

• Mariappan; Alam, Sadrul; Sulharson, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2013, vol. 52, # 4, p. 568 - 572
  作者：Mariappan、Alam, Sadrul、Sulharson、Haldar、Nath, Shyamalendu

  DOI：——

  日期：——
• Synthesis of 25,26,27-<b> <i>tris</i> </b>(Ethoxycarbonylmethoxy)-28-(substituted Oxy-carbonylmethoxy) Calix-4-arene: First Example of Calix-imidazole/Benzimidazole Analog
  作者：Pratibha Sharma、Ashok Kumar、Anupam Mandloi

  DOI：10.1081/scc-120015765

  日期：2003.1.3

  Synthesis of calix-imidazole/benzimidazole analog i.e., 25,26, 27-tris-(ethoxycarbonylmethoxy)-28-(2'-phenylcarbamoyl} benzimi-dazolyloxycarbonylmethoxy) calix-4-arene. 6(a), 25,26,27-tris- (ethoxycarbonylmethoxy)-28-( 2"-phenylcarbamoyl} 4',5'-dihydroimidazolyloxy-carbonylmethoxy) calix-4-arene. 6(b) and 25,26,27-tris-(ethoxycarbony-methoxy) calix-4-arene 6(c) have been described. Structure elucidation explains the interaction of substituted imidazole/benzimidazole (1(a-c)) with calix-4-arene system. Purity of all the synthesized products was ascertained on the basis of their column chromatographic resolution on silica gel using chloroform-ethylacetate (7:3, v/v) as eluent and recrystallization from a mixture of chloroform-methanol (1: 1, v/v).
• Reactions of monothiooxamides with N-nucleophiles. Synthesis of 4,5-dihydroimidazole-2-carboxanilides
  作者：V. N. Yarovenko、S. A. Kosarev、I. V. Zavarzin、M. M. Krayushkin

  DOI：10.1007/bf02496262

  日期：1999.4

  A convenient procedure was developed for the preparation of 4,5-dihydroimidazole-2-carboxanilides by the reaction of monothiooxamides with ethylenediamine.