6-cyano-1,3-dimethyl-4-methylidene-3,4-dihydropyrimidin-2-one | 1429644-23-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 6-cyano-1,3-dimethyl-4-methylidene-3,4-dihydropyrimidin-2-one
• 英文别名: 1,3-Dimethyl-6-methylidene-2-oxopyrimidine-4-carbonitrile；1,3-dimethyl-6-methylidene-2-oxopyrimidine-4-carbonitrile
• CAS: 1429644-23-4
• 化学式: C₈H₉N₃O
• 分子量: 163.179
• InChiKey: YQVQZOWYTPVDTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  47.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,3-二甲基-6-氰基尿嘧啶 、 甲基溴化镁 在 zinc(II) chloride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 3.0h， 以20%的产率得到1,3,4-三甲基尿嘧啶
  参考文献：
  名称：

  Synthesis of 6-Alkyluridines from 6-Cyanouridine via Zinc(II) Chloride-Catalyzed Nucleophilic Substitution with Alkyl Grignard Reagents

  摘要：

  6-Cyanouracil derivatives underwent a direct nucleophilic substitution reaction with alkyl Grignard reagents in the presence of zinc(II) chloride as a catalyst to form the corresponding 6-alkyluracils. This methodology is applicable to sugar-protected 6-cyanouridine and 6-cyano-2'-deoxyuridine without the protection at the N-3-imide and provides a facile and general access to versatile 6-alkyluracil and 6-alkyluridine derivatives.

  DOI：

  10.1021/jo400364p

文献信息

• Synthesis of 6-Alkyluridines from 6-Cyanouridine via Zinc(II) Chloride-Catalyzed Nucleophilic Substitution with Alkyl Grignard Reagents
  作者：Yu-Chiao Shih、Ya-Ying Yang、Chun-Chi Lin、Tun-Cheng Chien

  DOI：10.1021/jo400364p

  日期：2013.4.19

  6-Cyanouracil derivatives underwent a direct nucleophilic substitution reaction with alkyl Grignard reagents in the presence of zinc(II) chloride as a catalyst to form the corresponding 6-alkyluracils. This methodology is applicable to sugar-protected 6-cyanouridine and 6-cyano-2'-deoxyuridine without the protection at the N-3-imide and provides a facile and general access to versatile 6-alkyluracil and 6-alkyluridine derivatives.