[2-(p-tosyl)-ethyl]-hydrazine | 671246-67-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [2-(p-tosyl)-ethyl]-hydrazine
• 英文别名: [2-(toluene-4-sulfonyl)-ethyl]-hydrazine；[2-(Toluol-4-sulfonyl)-aethyl]-hydrazin；2-(4-Methylphenyl)sulfonylethylhydrazine
• CAS: 671246-67-6
• 化学式: C₉H₁₄N₂O₂S
• 分子量: 214.288
• InChiKey: FTBAEKAKORENMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  80.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [2-(p-tosyl)-ethyl]-hydrazine 、 α-苯乙酰乙腈 在 溶剂黄146 作用下， 反应 14.0h， 以70%的产率得到5-methyl-4-phenyl-2-[2-(p-tosyl)-ethyl]-2H-pyrazol-3-yl-amine
  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 作用下， 以 甲醇 为溶剂， 反应 0.25h， 生成 [2-(p-tosyl)-ethyl]-hydrazine
  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

文献信息

• Kloosterziel; Backer, Recueil des Travaux Chimiques des Pays-Bas, 1952, vol. 71, p. 361,368
  作者：Kloosterziel、Backer

  DOI：——

  日期：——
• Synthesis of β-tosylethylhydrazine and its use in preparation of N-protected pyrazoles and 5-aminopyrazoles
  作者：David M. Dastrup、Amy H. Yap、Steven M. Weinreb、James R. Henry、Andrew J. Lechleiter

  DOI：10.1016/j.tet.2003.11.046

  日期：2004.1

  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.