4-(cyclohexylmethyl)-3H-quinazolin-2-one | 1201632-79-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 4-(cyclohexylmethyl)-3H-quinazolin-2-one
• CAS: 1201632-79-2
• 化学式: C₁₅H₁₈N₂O
• 分子量: 242.321
• InChiKey: UWESFJRMVPCSQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-(2-(cyclohexylethynyl)phenyl)urea 在 三氟甲磺酸 、 碳酸氢钠 作用下， 以 1,2-二氯乙烷 、 水 、 乙酸乙酯 为溶剂， 以98%的产率得到4-(cyclohexylmethyl)-3H-quinazolin-2-one
  参考文献：
  名称：

  An efficient synthesis of 4-alkyl-2(1H)-quinazolinones and 4-alkyl-2-chloroquinazolines from 1-(2-alkynylphenyl)ureas

  摘要：

  An efficient synthesis of 4-alkyl-2(1H)-quinazolinones has been achieved by cyclization of 1-(2-alkynylphenyl)ureas (2 R-2 = alkyl) in dichloroethane catalyzed by TfOH. In the case of aryl substitution (2 R-2 = aryl), a mixture of quinazolinone tautomers is obtained in dichloroethane with TFA as co-solvent. Chlorination of the resulting mixture affords 4-alkyl-2-chloro-quinazolines as sole products. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.09.130

文献信息

• An efficient synthesis of 4-alkyl-2(1H)-quinazolinones and 4-alkyl-2-chloroquinazolines from 1-(2-alkynylphenyl)ureas
  作者：Honggen Wang、Lanying Liu、Yong Wang、Changlan Peng、Jiancun Zhang、Qiang Zhu

  DOI：10.1016/j.tetlet.2009.09.130

  日期：2009.12

  An efficient synthesis of 4-alkyl-2(1H)-quinazolinones has been achieved by cyclization of 1-(2-alkynylphenyl)ureas (2 R-2 = alkyl) in dichloroethane catalyzed by TfOH. In the case of aryl substitution (2 R-2 = aryl), a mixture of quinazolinone tautomers is obtained in dichloroethane with TFA as co-solvent. Chlorination of the resulting mixture affords 4-alkyl-2-chloro-quinazolines as sole products. (C) 2009 Elsevier Ltd. All rights reserved.