N'-tosyl phenylhydrazine | 29110-75-6

• 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: N'-tosyl phenylhydrazine
• 英文别名: 4-methyl-N'-phenylbenzenesulfonohydrazide；Benzenesulfonic acid, p-methyl-, 2-phenylhydrazide
• CAS: 29110-75-6
• 化学式: C₁₃H₁₄N₂O₂S
• 分子量: 262.332
• InChiKey: PLSIVQUSANQNEQ-UHFFFAOYSA-N

物化性质

• 熔点：
  155 °C
• 沸点：
  408.2±38.0 °C(Predicted)
• 密度：
  1.288±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  66.6
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2935009090

反应信息

• 作为反应物：
  描述：

  N'-tosyl phenylhydrazine 在 potassium carbonate 、 palladium dichloride 作用下， 以 二甲基亚砜 为溶剂， 以91%的产率得到联苯
  参考文献：
  名称：

  钯催化的N'-甲苯磺酰基芳肼的还原均偶联†

  摘要：

  已经描述了通过Pd催化的N'-甲苯磺酰基芳基肼的均偶联来制备联芳基化合物的新方法。N'-甲苯磺酰基芳肼作为一种易于获得且稳定的偶联伴侣，证明了其在均偶联反应中的通用性。还研究了反应的范围和可能的机理。

  DOI：

  10.1039/c3ob41546e
• 作为产物：
  描述：

  N-[[2-(N-aminoanilino)-1-phenylpropylidene]amino]aniline 在 水 作用下， 以 甲醇 为溶剂， 生成 N'-tosyl phenylhydrazine
  参考文献：
  名称：

  Addition products of hydrazine derivatives to azo-alkenes, part V: The reaction of ?-(1-phenylhydrazino)alkanone phyenylhydrazones with acids and acid derivatives

  摘要：

  The bifunctional title compounds 2 react with acylating, carbamoylating and sulfonylating reagents mostly at the primary amino group of the hydrazine function. Both functional groups of 2 are attacked by N,N'-carbonyldiimidazole converting it into 1H-1,2,4,5-tetrazepin-3-one derivatives 8. The acid-induced 1,4-elimination of phenylhydrazine from 2 gives rise to the formation of phenylosazones 3. In the presence of thiocyanic acid the intermediately formed phenylazo-alkenes 1 undergo [3 + 2]-cycloaddition furnishing 1-anilino-imidazoline-2-thiones 13.

  DOI：

  10.1007/bf00810587

文献信息

• Synthesis of sulfonamides and sulfonic esters via reaction of amines and phenols with thiols using H2O2–POCl3 system
  作者：Kiumars Bahrami、Mohammad M. Khodaei、Jamshid Abbasi

  DOI：10.1016/j.tet.2012.04.040

  日期：2012.6

  oxychloride efficiently promoted the synthesis of sulfonamides and sulfonic esters from thiols with hydrogen peroxide in the presence of Amberlite IRA-400 (OH−). This method has been applied to a variety of substrates including nucleophilic and sterically hindered amines, and also phenols with excellent yields of sulfonamides and sulfonic esters. In most cases these reactions are highly selective, simple,

  三氯氧磷有效地与过氧化氢在的Amberlite IRA-400（OH存在促进磺酰胺和磺酸酯的合成从硫醇- ）。该方法已应用于多种底物，包括亲核胺和位阻胺，以及苯酚类，其磺酰胺和磺酸酯的收率都很高。在大多数情况下，这些反应具有高度的选择性，简单性和清洁性，可提供产率高且纯度高的产品。
• Catalytic Aerobic Oxidation of Arylhydrazides with Iron Phthalocyanine
  作者：Takuma Hashimoto、Daisuke Hirose、Tsuyoshi Taniguchi

  DOI：10.1002/adsc.201500459

  日期：2015.10.12

  A convenient method for the synthesis of 2-arylazocarboxylates from 2-arylhydrazinecarboxylates by aerobic oxidation with iron phthalocyanine is described. The reaction is applicable to oxidative activation of 1-acyl-2-phenylhydrazines. Some preliminary experiments suggest Michaelis–Menten kinetics and participation of radical species in the reaction mechanism.

  描述了一种通过用酞菁铁进行好氧氧化由2-芳基肼羧酸盐合成2-芳基偶氮羧酸盐的简便方法。该反应适用于1-酰基-2-苯基肼的氧化活化。一些初步实验表明，Michaelis-Menten动力学和自由基物种参与反应机理。
• Palladium-catalyzed Heck coupling of arylhydrazines via C–NHNH₂bond activation
  作者：Jin-Biao Liu、Fu-Jiao Chen、Na Liu、Jiang Hu

  DOI：10.1039/c5ra05131b

  日期：——

  A novel palladium-catalyzed Heck coupling reaction of arylhydrazines with olefins is described, which affords various styrenes with high efficiency. This transformation proceeds through a C–NHNH₂bond activation under mild conditions.

  描述了一种新颖的钯催化的阿基尔偶联反应，该反应将芳基肼与烯烃偶联，高效地生成各种苯乙烯。这种转化在温和条件下通过C–NHNH₂键活化进行。
• [EN] HYDRAZIDE DERIVATIVES AND THEIR SPECIFIC USE AS ANTIBACTERIAL AGENTS BY CONTROLLING ACINETOBACTER BAUMANNII BACTERIUM<br/>[FR] DÉRIVÉS D'HYDRAZIDE ET LEUR UTILISATION SPÉCIFIQUE EN TANT QU'AGENTS ANTIBACTÉRIENS POUR LUTTER CONTRE UNE BACTÉRIE ACINETOBACTER BAUMANNII
  申请人：YNCREA HAUTS DE FRANCE

  公开号：WO2020169682A1

  公开（公告）日：2020-08-27

  The present invention relates to compounds of the following general formula (I): or a pharmaceutically acceptable salt and/or solvate thereof, their use as a drug, in particular as antibacterial agent, notablyforpreventingand/or treating disorders associated to Acinetobacter baumannii. The present invention also relates to pharmaceutical compositions containing said compoundsand the process for preparing said compounds.

  本发明涉及以下一般式（I）的化合物，或其药学上可接受的盐和/或溶剂，其用作药物，特别是作为抗菌剂，尤其用于预防和/或治疗与鲍曼不动杆菌相关的疾病。本发明还涉及含有上述化合物的药物组合物以及制备上述化合物的方法。
• Modular Synthesis of Alkylarylazo Compounds via Iron(III)-Catalyzed Olefin Hydroamination
  作者：Yan Zhang、Chenchao Huang、Xinru Lin、Qi Hu、Boyue Hu、Yulu Zhou、Gangguo Zhu

  DOI：10.1021/acs.orglett.9b00540

  日期：2019.4.5

  A novel Fe-catalyzed olefin hydroamination with aryldiazo sulfones for accessing alkylarylazo compounds has been successfully developed. Aryldiazo sulfones are used as radical acceptors, and N–N double bonds will be regenerated when an arene sulfonyl group leaves. The reaction features mild reaction conditions and a broad substrate scope, allowing access to many azo compounds that would be difficult

  已经成功开发了一种新的用芳基重氮砜进行铁催化的烯烃加氢胺化反应，以得到烷基芳基偶氮化合物。芳基重氮砜被用作自由基受体，当芳烃磺酰基离开时，N–N双键将被再生。该反应具有温和的反应条件和广泛的底物范围，从而允许获得许多使用其他方法难以或可能无法获得的偶氮化合物。

表征谱图