6-(α-methylbenzylidene-hydrazino)-1-methyluracil

• 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-(α-methylbenzylidene-hydrazino)-1-methyluracil
• 英文别名: 6-(alpha-Methylbenzylidenehydrazino)-1-methyluracil；1-methyl-6-[2-(1-phenylethylidene)hydrazinyl]pyrimidine-2,4-dione
• 化学式: C₁₃H₁₄N₄O₂
• 分子量: 258.28
• InChiKey: RJOGEIPLQDFEDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  73.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-(α-methylbenzylidene-hydrazino)-1-methyluracil 在 盐酸 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 5,7-dimethylpyrazolo<3,4-d>pyrimidine-4,6(5H,7H)-dione
  参考文献：
  名称：

  DMF acetals as alkylating and cyclizing agents: A facile route to substituted pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-diones

  摘要：

  Several 7-methyl-5-alkyl-2-vinylpyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-diones were prepared. The successful cyclization and alkylation of 6-(alpha-methylbenzylidenehydrazino)-1-methyluracils 2a-d using dimethylformamide acetals at high temperature provided 6a-d, 7a-d, and 8a-d. Treatment of 6a-d and 7a-d with acid afforded 7-methyl-5-alkylpyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-diones 9a, b; under the same conditions, 3a-d reacted to 7-methylpyrazolo[3,4-d]pyrimidine-4,6(5H)-dione (4) in good yield.

  DOI：

  10.1007/bf00806857
• 作为产物：
  描述：

  苯乙酮 、 6-hydrazinyl-1-methyluracil 以 乙醇 为溶剂， 反应 0.5h， 以97%的产率得到6-(α-methylbenzylidene-hydrazino)-1-methyluracil
  参考文献：
  名称：

  DMF acetals as alkylating and cyclizing agents: A facile route to substituted pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-diones

  摘要：

  Several 7-methyl-5-alkyl-2-vinylpyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-diones were prepared. The successful cyclization and alkylation of 6-(alpha-methylbenzylidenehydrazino)-1-methyluracils 2a-d using dimethylformamide acetals at high temperature provided 6a-d, 7a-d, and 8a-d. Treatment of 6a-d and 7a-d with acid afforded 7-methyl-5-alkylpyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-diones 9a, b; under the same conditions, 3a-d reacted to 7-methylpyrazolo[3,4-d]pyrimidine-4,6(5H)-dione (4) in good yield.

  DOI：

  10.1007/bf00806857

文献信息

• DMF acetals as alkylating and cyclizing agents: A facile route to substituted pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-diones
  作者：S. Youssif

  DOI：10.1007/bf00806857

  日期：1997.5

  Several 7-methyl-5-alkyl-2-vinylpyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-diones were prepared. The successful cyclization and alkylation of 6-(alpha-methylbenzylidenehydrazino)-1-methyluracils 2a-d using dimethylformamide acetals at high temperature provided 6a-d, 7a-d, and 8a-d. Treatment of 6a-d and 7a-d with acid afforded 7-methyl-5-alkylpyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-diones 9a, b; under the same conditions, 3a-d reacted to 7-methylpyrazolo[3,4-d]pyrimidine-4,6(5H)-dione (4) in good yield.