2-(1-bromovinyl)-3H-quinazolin-4-one | 306996-57-6

• 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: 2-(1-bromovinyl)-3H-quinazolin-4-one
• 英文别名: 2-(1-bromoethenyl)-3H-quinazolin-4-one
• CAS: 306996-57-6
• 化学式: C₁₀H₇BrN₂O
• 分子量: 251.082
• InChiKey: GKJQZFJSPBYYNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  丙二酸二乙酯 、 2-(1-bromovinyl)-3H-quinazolin-4-one 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 生成 2-(4-oxo-3,4-dihydroquinazolin-2-yl)-cyclopropane-1,1-dicarboxylic acid diethyl ester
  参考文献：
  名称：

  Synthesis and Reactions of some 2-Vinyl-3H-quinazolin-4-ones

  摘要：

  A simple, high-yielding synthesis of 2-vinyl-3H-quinazolin-4-one, 2-(1-chlorovinyl)-3H-quinazolin-4-one and 2-(1-bromovinyl)-3H-quinazolin-4-one. The 2-vinylquinazolinones 11a and 14 participate readily in nucleophilic addition reactions. Treatment with both carbon and nitrogen nucleophiles results in a clean conversion into a variety of 2-substituted 3H-quinazolin-4-one derivatives. The 2-(1-halovinyl)-3H-quinazolin-4-ones 11b and Ile reacted with carbon nucleophiles to give several derivatives of 2-substituted 3H-quinazolin-4-one, such as dihydrofurancarboxylic ethyl ester 23. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00595-0
• 作为产物：
  描述：

  2-氨基苯甲酰胺 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 乙醇 、 水 为溶剂， 生成 2-(1-bromovinyl)-3H-quinazolin-4-one
  参考文献：
  名称：

  Synthesis and Reactions of some 2-Vinyl-3H-quinazolin-4-ones

  摘要：

  A simple, high-yielding synthesis of 2-vinyl-3H-quinazolin-4-one, 2-(1-chlorovinyl)-3H-quinazolin-4-one and 2-(1-bromovinyl)-3H-quinazolin-4-one. The 2-vinylquinazolinones 11a and 14 participate readily in nucleophilic addition reactions. Treatment with both carbon and nitrogen nucleophiles results in a clean conversion into a variety of 2-substituted 3H-quinazolin-4-one derivatives. The 2-(1-halovinyl)-3H-quinazolin-4-ones 11b and Ile reacted with carbon nucleophiles to give several derivatives of 2-substituted 3H-quinazolin-4-one, such as dihydrofurancarboxylic ethyl ester 23. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00595-0

文献信息

• Synthesis and Reactions of some 2-Vinyl-3H-quinazolin-4-ones
  作者：Anette Witt、Jan Bergman

  DOI：10.1016/s0040-4020(00)00595-0

  日期：2000.9

  A simple, high-yielding synthesis of 2-vinyl-3H-quinazolin-4-one, 2-(1-chlorovinyl)-3H-quinazolin-4-one and 2-(1-bromovinyl)-3H-quinazolin-4-one. The 2-vinylquinazolinones 11a and 14 participate readily in nucleophilic addition reactions. Treatment with both carbon and nitrogen nucleophiles results in a clean conversion into a variety of 2-substituted 3H-quinazolin-4-one derivatives. The 2-(1-halovinyl)-3H-quinazolin-4-ones 11b and Ile reacted with carbon nucleophiles to give several derivatives of 2-substituted 3H-quinazolin-4-one, such as dihydrofurancarboxylic ethyl ester 23. (C) 2000 Elsevier Science Ltd. All rights reserved.