2-hydrazino-6-(p-methoxyphenyl)-4-methyl-1,6-dihydropyrimidine-5-carbohydrazide | 1449431-73-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-hydrazino-6-(p-methoxyphenyl)-4-methyl-1,6-dihydropyrimidine-5-carbohydrazide
• 英文别名: 2-Hydrazinyl-4-(4-methoxyphenyl)-6-methyl-1,4-dihydropyrimidine-5-carbohydrazide；2-hydrazinyl-4-(4-methoxyphenyl)-6-methyl-1,4-dihydropyrimidine-5-carbohydrazide
• CAS: 1449431-73-5
• 化学式: C₁₃H₁₈N₆O₂
• 分子量: 290.325
• InChiKey: XUHNBQZMYSSJSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  127
• 氢给体数：
  5
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-hydrazino-6-(p-methoxyphenyl)-4-methyl-1,6-dihydropyrimidine-5-carbohydrazide 、 2-氰基-3-乙氧基丙烯酸乙酯 在 吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以60%的产率得到ethyl 3-amino-1-(5-{[(3-amino-4-(ethoxycarbonyl)-1H-pyrazol-1-yl)carbonyl]}-6-(p-methoxyphenyl)-4-methyl-1,6-dihydropyrimidin-2-yl)-1H-pyrazole-4-carboxylate
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Some New Pyrimidine Derivatives

  摘要：

  Reaction of 2-mercaptopyrimidine 1 with ethyl chloroacetate afforded isomeric pyrimidines 2 and 3. Interaction of 3 with bifunctional nitrogen nucleophiles yielded pyrimidotriazine 5 and 7. Hydrazinolysis of 2 by hydrazine hydrate afforded hydrazinopyrimidine 8. Treatment of 8 with acetophenone gave 9. Cyclization of 9 with Vilsmeier reagent afforded the pyrazole carbaldehyde 10. Interaction of 8 with benzylidenemalononitrile and/or ethyl ethoxymethylenecyanoacetate afforded the pyrazoles 11 and 12. The reaction of 8 with p-chlorobenzaldehyde yielded 13, which was cyclized with thioglycolic acid to give thiazolidinone 14. The biological activity of selected compounds was investigated.

  DOI：

  10.3987/com-13-12663
• 作为产物：
  描述：

  ethyl 2-[(2-ethoxy-2-oxoethyl)sulfanyl]-6-(4-methoxyphenyl)-4-methyl-1,6-dihydropyrimidine-5-carboxylate 在 一水合肼 作用下， 反应 2.0h， 以80%的产率得到2-hydrazino-6-(p-methoxyphenyl)-4-methyl-1,6-dihydropyrimidine-5-carbohydrazide
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Some New Pyrimidine Derivatives

  摘要：

  Reaction of 2-mercaptopyrimidine 1 with ethyl chloroacetate afforded isomeric pyrimidines 2 and 3. Interaction of 3 with bifunctional nitrogen nucleophiles yielded pyrimidotriazine 5 and 7. Hydrazinolysis of 2 by hydrazine hydrate afforded hydrazinopyrimidine 8. Treatment of 8 with acetophenone gave 9. Cyclization of 9 with Vilsmeier reagent afforded the pyrazole carbaldehyde 10. Interaction of 8 with benzylidenemalononitrile and/or ethyl ethoxymethylenecyanoacetate afforded the pyrazoles 11 and 12. The reaction of 8 with p-chlorobenzaldehyde yielded 13, which was cyclized with thioglycolic acid to give thiazolidinone 14. The biological activity of selected compounds was investigated.

  DOI：

  10.3987/com-13-12663

文献信息

• Synthesis and Biological Evaluation of Some New Pyrimidine Derivatives
  作者：Azza M. El-Kazak、Kamelia M. El-mahdy

  DOI：10.3987/com-13-12663

  日期：——

  Reaction of 2-mercaptopyrimidine 1 with ethyl chloroacetate afforded isomeric pyrimidines 2 and 3. Interaction of 3 with bifunctional nitrogen nucleophiles yielded pyrimidotriazine 5 and 7. Hydrazinolysis of 2 by hydrazine hydrate afforded hydrazinopyrimidine 8. Treatment of 8 with acetophenone gave 9. Cyclization of 9 with Vilsmeier reagent afforded the pyrazole carbaldehyde 10. Interaction of 8 with benzylidenemalononitrile and/or ethyl ethoxymethylenecyanoacetate afforded the pyrazoles 11 and 12. The reaction of 8 with p-chlorobenzaldehyde yielded 13, which was cyclized with thioglycolic acid to give thiazolidinone 14. The biological activity of selected compounds was investigated.