2-(3'-p-Tolyl-5'-acetylamino-1'-pyrazolyl)benzothiazole | 68775-05-3

• 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-(3'-p-Tolyl-5'-acetylamino-1'-pyrazolyl)benzothiazole
• 英文别名: 5-acetylamino-1-(benzothiazol-2-yl)-3-(p-tolyl)-1H-pyrazole；N-(2-benzothiazol-2-yl-5-p-tolyl-2H-pyrazol-3-yl)-acetamide；N-[2-(1,3-benzothiazol-2-yl)-5-(4-methylphenyl)pyrazol-3-yl]acetamide
• CAS: 68775-05-3
• 化学式: C₁₉H₁₆N₄OS
• 分子量: 348.428
• InChiKey: GGRKVTXFUPALFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.42
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  59.81
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  2-肼基苯并噻唑 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 2-(3'-p-Tolyl-5'-acetylamino-1'-pyrazolyl)benzothiazole
  参考文献：
  名称：

  Singh,S.P. et al., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1978, vol. 16, p. 733 - 735

  摘要：

  DOI：

文献信息

• Multi-component solvent-free versus stepwise solvent mediated reactions: Regiospecific formation of 6-trifluoromethyl and 4-trifluoromethyl-1H-pyrazolo[3,4-b]pyridines
  作者：Ranjana Aggarwal、Virender Kumar、Anshul Bansal、Dionisia Sanz、Rosa M. Claramunt

  DOI：10.1016/j.jfluchem.2012.04.007

  日期：2012.8

  A simple and efficient regiospecific synthesis of 6-trifluoromethyl-1H-pyrazolo[3,4-b]pyridines has been achieved in excellent yields via a three-component reaction between 2-hydrazinobenzothiazoles, alpha-cyanoacetophenones and trifiuoromethyl-beta-diketones under solvent-free conditions. This method was found to be more convenient than the classical stepwise solvent mediated process, which furnished not only the opposite regioisomer i.e. 4-trifluoromethyl-1H-pyrazolo[3,4-b]pyridines (50-60%) but also an undesired amide, 5-acetylamino-1-(benzothiazol-2'-yl)-3-phenyl-1H-pyrazole as a side product. The structure of the two regioisomers was established with certainty on the basis of rigorous analysis of H-1, C-13, F-19-NMR spectral data and (H-1-C-13) gs-HMQC, (H-1-C-13) gs-HMBC experiments. (C) 2012 Elsevier B.V. All rights reserved.
• SINGH S. P.; PRAKASH O.; TOMER R. K.; SAWHNEY S. N., INDIAN J. CHEM., 1978, B 16, NO 8, 733-735
  作者：SINGH S. P.、 PRAKASH O.、 TOMER R. K.、 SAWHNEY S. N.

  DOI：——

  日期：——