4-(二甲氨基)苯磺酰肼 | 22525-90-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(二甲氨基)苯磺酰肼
• 英文名称: 4-(dimethylamino)benzenesulfonylhydrazide
• 英文别名: 4-(dimethylamino)benzenesulfonohydrazide；N,N-dimethyl-sulfanilic acid hydrazide；N,N-Dimethyl-sulfanilsaeure-hydrazid；p-Dimethylaminobenzolsulfonylhydrazid
• CAS: 22525-90-2
• 化学式: C₈H₁₃N₃O₂S
• 分子量: 215.276
• InChiKey: AOVZFWBITDWVOB-UHFFFAOYSA-N

物化性质

• 熔点：
  153-154 °C (decomp)
• 沸点：
  389.4±44.0 °C(Predicted)
• 密度：
  1.303±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(二甲氨基)苯磺酰肼 在 copper diacetate 、 palladium diacetate 作用下， 以 四氢呋喃 、 N,N-二甲基乙酰胺 为溶剂， 反应 3.0h， 以83%的产率得到N,N,N',N'-四甲基联苯胺
  参考文献：
  名称：

  The Homocoupling of Arylsulfonylhydrazides by Palladium-Catalysed Desulfonation in Air

  摘要：

  A simple and efficient preparation of biaryl derivatives from arylsulfonyl hydrazides has been developed using Pd(OAc)(2) as the catalyst in a mixed solvent of DMA and THF and without the use of any ligand and base.

  DOI：

  10.3184/174751913x13813357379921
• 作为产物：
  描述：

  4-(二甲基氨基)苯-1-磺酰氯 在 一水合肼 作用下， 以 四氢呋喃 为溶剂， 以70%的产率得到4-(二甲氨基)苯磺酰肼
  参考文献：
  名称：

  Metal-Free Coupling of Saturated Heterocyclic Sulfonylhydrazones with Boronic Acids

  摘要：

  The coupling of aromatic moieties with saturated heterocyclic partners is currently an area of significant interest for the pharmaceutical industry. Herein, we present a procedure for the metal-free coupling of 4-, 5-, and 6-membered saturated heterocyclic p-methoxyphenyl (PMP) sulfonylhydrazones with aryl and heteroaromatic boronic acids. This procedure enables a simple, two-step synthesis of a range of functionalized sp(2)-sp(3) linked bicyclic building blocks, including oxetanes, piperidines, and azetidines, from their parent ketones.

  DOI：

  10.1021/jo402526z

文献信息

• Pd(II)-Catalyzed Denitrogenative and Desulfinative Addition of Arylsulfonyl Hydrazides with Nitriles
  作者：Mengting Meng、Liangfeng Yang、Kai Cheng、Chenze Qi

  DOI：10.1021/acs.joc.8b00211

  日期：2018.3.16

  denitrogenative and desulfinative addition of arylsulfonyl hydrazides with nitriles has been successfully achieved under mild conditions. This transformation is a new method for the addition reaction to nitriles with arylsulfonyl hydrazides as arylating agent, thus providing an alternative synthesis of aryl ketones. The reported addition reaction is tolerant to many common functional groups, and works

  在温和的条件下，已成功实现了Pd（II）催化的芳基磺酰肼与腈的脱氮和脱硫加成反应。这种转变是一种新的方法，用于将芳基磺酰肼作为芳基化剂与腈加成反应，从而提供了芳基酮的另一种合成方法。报道的加成反应耐受许多常见的官能团，并且在给电子和吸电子取代基的存在下很好地起作用。值得注意的是，据报道的脱氮和脱硫方法也适用于烷基腈，这使得这种新开发的转化方法具有吸引力。
• Barnett; Morris, Biochemical Journal, 1946, vol. 40, p. 450,451
  作者：Barnett、Morris

  DOI：——

  日期：——
• Synthesis and antineoplastic activity of phenyl-substituted phenylsulfonylhydrazones of 1-pyridinecarboxaldehyde 1-oxide
  作者：William Loh、Lucille A. Cosby、Alan C. Sartorelli

  DOI：10.1021/jm00180a010

  日期：1980.6

  A variety of derivatives of 2-pyridinecarboxaldehyde 1-oxide benzenesulfonylhydrazone, containing substituents on the benzene or pyridine rings as well as on the nitrogen atom which is bonded directly to the sulfonyl group, have been synthesized. The antineoplastic activity of these compounds has been assessed in mice bearing either leukemia L1210 or P388. The most potent agents in this series were 2,4-dimethoxy,3,4-dimethoxy-, and 2,4,6-trimethylbenzenesulfonylhydrazone of 2-pyridinecarboxyaldehyde 1-oxide, all causing disappearance of tumors in 20-80% of leukemia-bearing mice.
• LOH W.; COSBY L. A.; SARTORELLI A. C., J. MED. CHEM., 1980, 23, NO 6, 631-634
  作者：LOH W.、 COSBY L. A.、 SARTORELLI A. C.

  DOI：——

  日期：——
• US4146541A
  申请人：——

  公开号：US4146541A

  公开（公告）日：1979-03-27