3,5-diphenyl-1-[2-(p-tosyl)-ethyl]-1H-pyrazole | 671246-68-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3,5-diphenyl-1-[2-(p-tosyl)-ethyl]-1H-pyrazole
• 英文别名: 1-[2-(4-Methylphenyl)sulfonylethyl]-3,5-diphenylpyrazole
• CAS: 671246-68-7
• 化学式: C₂₄H₂₂N₂O₂S
• 分子量: 402.517
• InChiKey: FYKKXQMPRZDYSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  3,5-diphenyl-1-[2-(p-tosyl)-ethyl]-1H-pyrazole 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 以89%的产率得到3,5-二苯基吡唑
  参考文献：
  名称：

  Synthesis of β-tosylethylhydrazine and its use in preparation of N-protected pyrazoles and 5-aminopyrazoles

  摘要：

  beta-Tosylethylhydrazine (6) can be prepared efficiently in one step from commercially available p-tolyl vinyl sulfone (7) and hydrazine hydrate. This hydrazine reacts with both 1,3-diketones and conjugated ynones in glacial acetic acid to provide a variety of N-tosylethyl-protected (TSE) pyrazoles in good yields. The TSE group can be removed from the pyrazoles using potassium t-butoxide in THF at -30 degreesC-rt. In addition, hydrazine 6 condenses with beta-ketonitriles and beta-aminoacrylonitriles to afford 5-aminopyrazoles, which can be deprotected by brief treatment with NaOEt in EtOR/DMSO at 45 degreesC. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.11.046
• 作为产物：
  描述：

  对甲苯基乙烯基砜 在 一水合肼 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 16.25h， 生成 3,5-diphenyl-1-[2-(p-tosyl)-ethyl]-1H-pyrazole
  参考文献：
  名称：

  Synthesis of β-tosylethylhydrazine and its use in preparation of N-protected pyrazoles and 5-aminopyrazoles

  摘要：

  beta-Tosylethylhydrazine (6) can be prepared efficiently in one step from commercially available p-tolyl vinyl sulfone (7) and hydrazine hydrate. This hydrazine reacts with both 1,3-diketones and conjugated ynones in glacial acetic acid to provide a variety of N-tosylethyl-protected (TSE) pyrazoles in good yields. The TSE group can be removed from the pyrazoles using potassium t-butoxide in THF at -30 degreesC-rt. In addition, hydrazine 6 condenses with beta-ketonitriles and beta-aminoacrylonitriles to afford 5-aminopyrazoles, which can be deprotected by brief treatment with NaOEt in EtOR/DMSO at 45 degreesC. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.11.046