1-(4-methylphenyl)-1H-pyrazole-4-sulfonyl chloride | 1156916-73-2

• 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-(4-methylphenyl)-1H-pyrazole-4-sulfonyl chloride
• 英文别名: 1-(4-methylphenyl)pyrazole-4-sulfonyl chloride
• CAS: 1156916-73-2
• 化学式: C₁₀H₉ClN₂O₂S
• mdl: MFCD12192702
• 分子量: 256.713
• InChiKey: FMEKZRSGKWLBIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  60.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-methylphenyl)-1H-pyrazole-4-sulfonyl chloride 、 苄胺 在 吡啶 作用下， 反应 0.17h， 以159 mg的产率得到N-benzyl-1-(p-tolyl)-1H-pyrazole-4-sulfonamide
  参考文献：
  名称：

  Selective Access to Heterocyclic Sulfonamides and Sulfonyl Fluorides via a Parallel Medicinal Chemistry Enabled Method

  摘要：

  A sulfur-functionalized aminoacrolein derivative is used for the efficient and selective synthesis of heterocyclic sulfonyl chlorides, sulfonyl fluorides, and sulfonamides. The development of a 3-step parallel medicinal chemistry (PMC) protocol for the synthesis of pyrazole-4-sulfonamides effectively demonstrates the utility of this reagent. This reactivity was expanded to provide rapid access to other heterocyclic sulfonyl fluorides, including pyrimidines and pyridines, whose corresponding sulfonyl chlorides lack suitable chemical stability.

  DOI：

  10.1021/acscombsci.5b00120
• 作为产物：
  描述：

  4-(benzylthio)-1-(p-tolyl)-1H-pyrazole 在 盐酸 、 N-氯代丁二酰亚胺 作用下， 以 水 、 乙腈 为溶剂， 生成 1-(4-methylphenyl)-1H-pyrazole-4-sulfonyl chloride
  参考文献：
  名称：

  Selective Access to Heterocyclic Sulfonamides and Sulfonyl Fluorides via a Parallel Medicinal Chemistry Enabled Method

  摘要：

  A sulfur-functionalized aminoacrolein derivative is used for the efficient and selective synthesis of heterocyclic sulfonyl chlorides, sulfonyl fluorides, and sulfonamides. The development of a 3-step parallel medicinal chemistry (PMC) protocol for the synthesis of pyrazole-4-sulfonamides effectively demonstrates the utility of this reagent. This reactivity was expanded to provide rapid access to other heterocyclic sulfonyl fluorides, including pyrimidines and pyridines, whose corresponding sulfonyl chlorides lack suitable chemical stability.

  DOI：

  10.1021/acscombsci.5b00120