(Z)-4-(4-methylbenzylidene)-2-(pyridin-4-yl)-4,5-dihydro-1H-imidazol-5-one | 1234334-10-1

• 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: (Z)-4-(4-methylbenzylidene)-2-(pyridin-4-yl)-4,5-dihydro-1H-imidazol-5-one
• 英文别名: (4Z)-4-[(4-methylphenyl)methylidene]-2-pyridin-4-yl-1H-imidazol-5-one
• CAS: 1234334-10-1
• 化学式: C₁₆H₁₃N₃O
• 分子量: 263.299
• InChiKey: BYASQUFCHRTBFQ-UVTDQMKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (Z)-2-bromo-3-(p-tolyl)propenoic acid 、 4-amidinopyridine hydrochloride 在 copper(I) oxide 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以76%的产率得到(Z)-4-(4-methylbenzylidene)-2-(pyridin-4-yl)-4,5-dihydro-1H-imidazol-5-one
  参考文献：
  名称：

  Simple and Efficient Copper-Catalyzed Approach to 2,4-Disubstituted Imidazolones

  摘要：

  Some imidazolone derivatives are biological and pharmaceutical active molecules and the chromophores of the fluorescent proteins. In this communication, a simple and efficient approach to 4-arylidene-2-alkyl-4,5-dihydro-1H-imidazol-5-ones (2,4-disubstituted imidazolones) has been developed, and the protocol uses readily available 2-bromo-3-alkylacrylic acids and amidines as the starting materials without addition of any ligand or additive. The reactions were performed under mild conditions. Therefore, the present method will be of wide application in organic chemistry and medicinal chemistry.

  DOI：

  10.1021/ol1008813

文献信息

• Simple and Efficient Copper-Catalyzed Approach to 2,4-Disubstituted Imidazolones
  作者：Xiaoyu Gong、Haijun Yang、Hongxia Liu、Yuyang Jiang、Yufen Zhao、Hua Fu

  DOI：10.1021/ol1008813

  日期：2010.7.16

  Some imidazolone derivatives are biological and pharmaceutical active molecules and the chromophores of the fluorescent proteins. In this communication, a simple and efficient approach to 4-arylidene-2-alkyl-4,5-dihydro-1H-imidazol-5-ones (2,4-disubstituted imidazolones) has been developed, and the protocol uses readily available 2-bromo-3-alkylacrylic acids and amidines as the starting materials without addition of any ligand or additive. The reactions were performed under mild conditions. Therefore, the present method will be of wide application in organic chemistry and medicinal chemistry.