(4Z)-4-[(2H-1,3-benzodioxol-5-yl)methylidene]-1-methyl-2-(phenylamino)-4,5-dihydro-1H-imidazol-5-one | 1112978-56-9

• 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: (4Z)-4-[(2H-1,3-benzodioxol-5-yl)methylidene]-1-methyl-2-(phenylamino)-4,5-dihydro-1H-imidazol-5-one
• 英文别名: (5Z)-5-[(1,3-benzodioxol-5-yl)methylene]-3-methyl-2-phenylamino-3,5-dihydro-4H-imidazol-4-one；(5Z)-2-anilino-5-(1,3-benzodioxol-5-ylmethylidene)-3-methylimidazol-4-one
• CAS: 1112978-56-9
• 化学式: C₁₈H₁₅N₃O₃
• 分子量: 321.335
• InChiKey: OQGLPYHETIJRBX-ZROIWOOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  63.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (5Z)-5-(benzo[1,3]dioxol-5-yl)methylene-2-ethylsulfanyl-3-methyl-3,5-dihydro-4H-imidazol-4-one 、 苯胺 反应 0.67h， 以58%的产率得到(4Z)-4-[(2H-1,3-benzodioxol-5-yl)methylidene]-1-methyl-2-(phenylamino)-4,5-dihydro-1H-imidazol-5-one
  参考文献：
  名称：

  An Efficient Method for the Preparation of New Analogs of Leucettamine B under Solvent-Free Microwave Irradiation

  摘要：

  A simple and efficient microwave-assisted protocol has been developed for the synthesis of new 2-amino-3,4-dihydro-4H-imidazol-4-one derivatives of leucettamine B. This solvent-free protocol involves sulphur/nitrogen displacement of 2-ethylthio-5-arylidene-imidazolone 5 with a variety of functionalized polar primary amines 6 and this general method afforded a small library of the desired pure products 7a-n in yields ranging from 33 to 92% in moderate reaction times (30-100 minutes).

  DOI：

  10.3987/com-08-11594

文献信息

• An Efficient Method for the Preparation of New Analogs of Leucettamine B under Solvent-Free Microwave Irradiation
  作者：François Carreaux、Jean Pierre Bazureau、Mansour Debdab、Steven Renault、Samar Eid、Olivier Lozach、Laurent Meijer

  DOI：10.3987/com-08-11594

  日期：——

  A simple and efficient microwave-assisted protocol has been developed for the synthesis of new 2-amino-3,4-dihydro-4H-imidazol-4-one derivatives of leucettamine B. This solvent-free protocol involves sulphur/nitrogen displacement of 2-ethylthio-5-arylidene-imidazolone 5 with a variety of functionalized polar primary amines 6 and this general method afforded a small library of the desired pure products 7a-n in yields ranging from 33 to 92% in moderate reaction times (30-100 minutes).