1,3-dimethyl-5-(p-methoxyphenyl)ethynylpyrazole-4-carboxylic acid methyl ester | 861660-35-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,3-dimethyl-5-(p-methoxyphenyl)ethynylpyrazole-4-carboxylic acid methyl ester
• 英文别名: Methyl 5-[2-(4-methoxyphenyl)ethynyl]-1,3-dimethylpyrazole-4-carboxylate；methyl 5-[2-(4-methoxyphenyl)ethynyl]-1,3-dimethylpyrazole-4-carboxylate
• CAS: 861660-35-7
• 化学式: C₁₆H₁₆N₂O₃
• 分子量: 284.315
• InChiKey: DMPATMGWLYZKFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  53.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3-dimethyl-5-(p-methoxyphenyl)ethynylpyrazole-4-carboxylic acid methyl ester 在 一水合肼 、 N,N-二甲基甲酰胺 、 copper(l) chloride 作用下， 以 正丁醇 为溶剂， 反应 19.0h， 生成 7,7'-Bis-(4-methoxy-phenyl)-1,3,1',3'-tetramethyl-5,6,5',6'-tetrahydro-1H,1'H-[8,8']bi[pyrazolo[4,3-d][1,2]diazepinyl]-4,4'-dione
  参考文献：
  名称：

  Unexpected results in the heterocyclization of 5-acetylenylpyrazole-4-carboxylic acid hydrazides under the influence of CuCl: formation of a diazepinone and dehydrodimerization into the corresponding bis(pyrazolo[4,3-d][1,2]diazepinone)

  摘要：

  The simple reaction of cyclization of hydrazides of vic-acetylenylbenzoic and acetylenylpyrazole carboxylic acid can lead to four different compounds: five-membered N-aminolactams, six-membered N-aminolactams, six-membered diazinones and diazepinones, but only the first three have been described. In this paper we report the unexpected formation of a bis(pyrazolo[4,3-d][1,2]diazepinone, the structure of which has been established by X-ray crystallography. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.04.127
• 作为产物：
  描述：

  copper(I) 4-methoxyphenylacetylenide 、 1,3-dimethyl-5-iodopyrazole-4-carboxylic acid methyl ester 在 N,N-二甲基甲酰胺 作用下， 以70%的产率得到1,3-dimethyl-5-(p-methoxyphenyl)ethynylpyrazole-4-carboxylic acid methyl ester
  参考文献：
  名称：

  Unexpected results in the heterocyclization of 5-acetylenylpyrazole-4-carboxylic acid hydrazides under the influence of CuCl: formation of a diazepinone and dehydrodimerization into the corresponding bis(pyrazolo[4,3-d][1,2]diazepinone)

  摘要：

  The simple reaction of cyclization of hydrazides of vic-acetylenylbenzoic and acetylenylpyrazole carboxylic acid can lead to four different compounds: five-membered N-aminolactams, six-membered N-aminolactams, six-membered diazinones and diazepinones, but only the first three have been described. In this paper we report the unexpected formation of a bis(pyrazolo[4,3-d][1,2]diazepinone, the structure of which has been established by X-ray crystallography. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.04.127