1-[(1',1',3',3'-tetramethylguanidino)carbamoyl]-1-tosylhydrazine | 1360467-59-9

• 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: 1-[(1',1',3',3'-tetramethylguanidino)carbamoyl]-1-tosylhydrazine
• 英文别名: 1-Amino-3-[bis(dimethylamino)methylidene]-1-(4-methylphenyl)sulfonylurea；1-amino-3-[bis(dimethylamino)methylidene]-1-(4-methylphenyl)sulfonylurea
• CAS: 1360467-59-9
• 化学式: C₁₃H₂₁N₅O₃S
• 分子量: 327.407
• InChiKey: AFSWFAIYVZQULE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-tert-butoxycarbonyl-1-tosylhydrazine 、 四甲基胍 以 二甲基亚砜 为溶剂， 反应 48.0h， 以30%的产率得到1-[(1',1',3',3'-tetramethylguanidino)carbamoyl]-1-tosylhydrazine
  参考文献：
  名称：

  Insights into sulfinate formation from tosyl hydrazides

  摘要：

  Benzylation of 1,2-ditosylhydrazine in DMF under various basic conditions results in a benzyl sulfone via intermediary sulfinate formation, providing new insights and allowing practical conclusions to be drawn. The half-lives of 1,2-ditosylhydrazine and several monotosylated hydrazides with 1,1,3,3-tetramethylguanidine in DMSO have been determined by H-1 NMR spectroscopy and are found to vary from a few minutes to several months. In the course of this work a benzylated, partly detosylated compound has been identified and a 1,1,3,3-tetramethyl guanidine-containing side-product characterized. A contradictory report is also commented on. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.12.061

文献信息

• Insights into sulfinate formation from tosyl hydrazides
  作者：Ulf Ragnarsson、Leif Grehn

  DOI：10.1016/j.tetlet.2011.12.061

  日期：2012.2

  Benzylation of 1,2-ditosylhydrazine in DMF under various basic conditions results in a benzyl sulfone via intermediary sulfinate formation, providing new insights and allowing practical conclusions to be drawn. The half-lives of 1,2-ditosylhydrazine and several monotosylated hydrazides with 1,1,3,3-tetramethylguanidine in DMSO have been determined by H-1 NMR spectroscopy and are found to vary from a few minutes to several months. In the course of this work a benzylated, partly detosylated compound has been identified and a 1,1,3,3-tetramethyl guanidine-containing side-product characterized. A contradictory report is also commented on. (C) 2011 Elsevier Ltd. All rights reserved.