2-benzyl-5-methyl-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxamide | 1088850-32-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-benzyl-5-methyl-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxamide
• CAS: 1088850-32-1
• 化学式: C₁₂H₁₃N₃O₂
• 分子量: 231.254
• InChiKey: DQALTMZMTWHJSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.63
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  80.88
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  苄基肼 、 5-Acetyl-4-hydroxy-2H-1,3-thiazine-2,6(3H)-dione 以 丙醇 为溶剂， 以83%的产率得到2-benzyl-5-methyl-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxamide
  参考文献：
  名称：

  Azines and azoles: CXXV. New regioselective synthesis of 1-amino-6-methyluracils

  摘要：

  Readily accessible 5-acetyl-4-hydroxy-3,6-dihydro-2H-1,3-thiazine-2,6-dione reacts with substituted hydrazines and carboxylic acid hydrazides under mild conditions to give the corresponding hydrazones. Under severe conditions (heating in boiling dimethylformamide) the reaction is accompanied by extrusion of COS with formation of substituted 1-amino-6-methyluracils. Reactions of 5-acetyl-4-hydroxy-3,6dihydro-2H-1,3-thiazine-2,6-dione with monosubstituted alkyl- and arylhydrazines take different pathways, depending on the conditions. Heating of equimolar mixtures of the reactants in ethanol or propan-1-of leads to the formation of 2-substituted 5-methyl-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxamides rather than 1-amino-6-methyluracil derivatives.

  DOI：

  10.1134/s1070363207120134