1-Phenyl-6-azauracil-5-carbon

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 1-Phenyl-6-azauracil-5-carbon
• 英文别名: 6-methyl-2-phenyl-1,2,4-triazine-3,5-dione
• 化学式: C₁₀H₉N₃O₂
• 分子量: 203.2
• InChiKey: GQGZLAKLFJAEAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  61.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-Chlor-3-phenylazo-but-2-ensaeureamid 在 sodium hydroxide 、 sodium hypochlorite 作用下， 反应 0.83h， 生成 1-Phenyl-6-azauracil-5-carbon
  参考文献：
  名称：

  1-Arylimino-pyrazol-Betaine, Pyrazole und 1,2,4-Triazine aus 3-Arylazo-propens�ure-N-chloroamiden

  摘要：

  Reaction of 3-arylazo-propenoic acid amides 5 with NaOCl yields N-chloroamides 6 which give under alkaline conditions 1,2,4-triazines 9 and 10 (products of a Hofmann degradation). This reaction competes with an intramolecular electrophilic amination and a 1,2-shift reaction giving I-arylimino-pyrazole betaines 11 and 4-chloroimino-pyrazolones 13. Exchange of the halogen in 11 with nucleophiles leads to further betaines 12. Bis-pyrazole 14 and 1,2,3-triazoles 15 are available from 13b. The X-ray structure analysis of compound 11b is discussed.

  DOI：

  10.1002/prac.19933350707

文献信息

• US8779129B2
  申请人：——

  公开号：US8779129B2

  公开（公告）日：2014-07-15
• 1-Arylimino-pyrazol-Betaine, Pyrazole und 1,2,4-Triazine aus 3-Arylazo-propens�ure-N-chloroamiden
  作者：G. Lutze、K. Kirschke、N. Krau�

  DOI：10.1002/prac.19933350707

  日期：——

  Reaction of 3-arylazo-propenoic acid amides 5 with NaOCl yields N-chloroamides 6 which give under alkaline conditions 1,2,4-triazines 9 and 10 (products of a Hofmann degradation). This reaction competes with an intramolecular electrophilic amination and a 1,2-shift reaction giving I-arylimino-pyrazole betaines 11 and 4-chloroimino-pyrazolones 13. Exchange of the halogen in 11 with nucleophiles leads to further betaines 12. Bis-pyrazole 14 and 1,2,3-triazoles 15 are available from 13b. The X-ray structure analysis of compound 11b is discussed.