4-acetyl-5-(dimethylaminomethylene)amino-1,3-dimethylpyrazole | 179810-64-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-acetyl-5-(dimethylaminomethylene)amino-1,3-dimethylpyrazole
• CAS: 179810-64-1
• 化学式: C₁₀H₁₆N₄O
• 分子量: 208.263
• InChiKey: LZTHSJKDZZBEMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.15
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  50.49
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-acetyl-5-(dimethylaminomethylene)amino-1,3-dimethylpyrazole 在 ammonium acetate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以82%的产率得到1,3,4-trimethyl-1H-pyrazolo<3,4-d>pyrimidine
  参考文献：
  名称：

  Synthesis of 4-acetyl-5(3)-amino-3(5)-methylpyrazoles and pyrazolo[3,4-d]pyrimidines from diacetylketeneN,S-acetal

  摘要：

  Isomeric 4-acetyl-5-amino-3-methyl- and 4-acetyl-3-amino-5-methylpyrazoles (2, 3) were formed in the reaction of hydrazines with 3-[amino(methylthio)methylene]pentan-2,4-dione (1) (diacetylketene NS-acetal). Pyrazolo[3,4-d]pyrimidines (5a,b) were synthesized by condensation of 4-acetyl-5-amino-1,3-dimethylpyrazole (2a) with amide dimethylacetals followed by treatment with ammonium acetate. The structures of the compounds obtained were confirmed by C-13 and N-15 NMR spectroscopy.

  DOI：

  10.1007/bf00699932
• 作为产物：
  描述：

  diacetylketene N,S-acetal 以 四氢呋喃 、 苯 为溶剂， 反应 3.5h， 生成 4-acetyl-5-(dimethylaminomethylene)amino-1,3-dimethylpyrazole
  参考文献：
  名称：

  Synthesis of 4-acetyl-5(3)-amino-3(5)-methylpyrazoles and pyrazolo[3,4-d]pyrimidines from diacetylketeneN,S-acetal

  摘要：

  Isomeric 4-acetyl-5-amino-3-methyl- and 4-acetyl-3-amino-5-methylpyrazoles (2, 3) were formed in the reaction of hydrazines with 3-[amino(methylthio)methylene]pentan-2,4-dione (1) (diacetylketene NS-acetal). Pyrazolo[3,4-d]pyrimidines (5a,b) were synthesized by condensation of 4-acetyl-5-amino-1,3-dimethylpyrazole (2a) with amide dimethylacetals followed by treatment with ammonium acetate. The structures of the compounds obtained were confirmed by C-13 and N-15 NMR spectroscopy.

  DOI：

  10.1007/bf00699932