5-amino-3-methylamino-1-phenyl-1,2,4-triazole | 1198185-42-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-amino-3-methylamino-1-phenyl-1,2,4-triazole
• 英文别名: 3-N-methyl-1-phenyl-1,2,4-triazole-3,5-diamine
• CAS: 1198185-42-0
• 化学式: C₉H₁₁N₅
• 分子量: 189.22
• InChiKey: QLGBWJHRQSPZAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  68.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-amino-3-(N-acetyl-N-methyl)amino-1-phenyl-1,2,4-triazole 在 盐酸 、 水 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以71%的产率得到5-amino-3-methylamino-1-phenyl-1,2,4-triazole
  参考文献：
  名称：

  Alkylation of acyl and sulfonyl derivatives of 3,5-diamino-1-phenyl-1,2,4-triazole

  摘要：

  Alkylation of 3-acylamino-, 5-amino-1-phenyl-3-tosylamino-1,2,4-triazoles and 3,5-diacetylamino-1-phenyl-1,2,4-triazole in the presence of an equimolar amount of sodium methylate in DMSO occurs regioselectively at the amide (sulfamide) group nitrogen atom. The benzylation of 3-acetylamino-5-amino-1-phenyl-1,2,4-triazole with excess base and benzyl chloride also alkylates the amino group at position 5. Alkylamino-1-R-1,2,4-triazoles can be conveniently prepared by alkylation of the corresponding acetylamino-1,2,4-triazoles in the presence of base and subsequent acid hydrolysis of the N-acetyl-N-alkyl derivatives.

  DOI：

  10.1007/s10593-009-0290-y

文献信息

• Alkylation of acyl and sulfonyl derivatives of 3,5-diamino-1-phenyl-1,2,4-triazole
  作者：V. M. Chernyshev、V. A. Rakitov、V. V. Blinov、V. A. Taranushich、Z. A. Starikova

  DOI：10.1007/s10593-009-0290-y

  日期：2009.4

  Alkylation of 3-acylamino-, 5-amino-1-phenyl-3-tosylamino-1,2,4-triazoles and 3,5-diacetylamino-1-phenyl-1,2,4-triazole in the presence of an equimolar amount of sodium methylate in DMSO occurs regioselectively at the amide (sulfamide) group nitrogen atom. The benzylation of 3-acetylamino-5-amino-1-phenyl-1,2,4-triazole with excess base and benzyl chloride also alkylates the amino group at position 5. Alkylamino-1-R-1,2,4-triazoles can be conveniently prepared by alkylation of the corresponding acetylamino-1,2,4-triazoles in the presence of base and subsequent acid hydrolysis of the N-acetyl-N-alkyl derivatives.