N'-(4-nitrophenyl)hydrazinecarbodithioic acid butyl ester | 1138320-49-6

• 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'-(4-nitrophenyl)hydrazinecarbodithioic acid butyl ester
• 英文别名: butyl 2-(4-nitrophenyl)hydrazinecarbodithiolate；N'-(4-nitrophenyl)hydrazinecarbodithioic acid n-butyl ester；butyl 2-(4-nitrophenyl)hydrazinecarbodithioate；butyl N-(4-nitroanilino)carbamodithioate
• CAS: 1138320-49-6
• 化学式: C₁₁H₁₅N₃O₂S₂
• 分子量: 285.391
• InChiKey: OOENWXZSOWTQLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  127
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  二硫化碳 、 对甲苯磺酸正丁酯 、 4-硝基苯肼 在 苄基三甲基氢氧化铵 作用下， 以 二甲基亚砜 为溶剂， 反应 3.58h， 以86%的产率得到N'-(4-nitrophenyl)hydrazinecarbodithioic acid butyl ester
  参考文献：
  名称：

  Triton-B-Catalyzed, Efficient, One-Pot Synthesis of Dithiocarbazates Through Alcoholic Tosylates

  摘要：

  A quick, efficient, one-pot synthesis of dithiocarbazates was accomplished in high yields by the reaction of various tosylates of primary, secondary, and tertiary alcohols with a variety of substituted hydrazines using the benzyl-trimethylammonium hydroxide (Triton-B)/CS2 system. The reaction conditions are mild with simpler workup procedures than the reported methods.

  DOI：

  10.1080/00397910802519141

文献信息

• An efficient one-pot synthesis of carbazates and dithiocarbazates through the corresponding alcohols using Mitsunobu’s reagent
  作者：A. K. Chaturvedi、D. Chaturvedi、N. Mishra、V. Mishra

  DOI：10.1007/bf03249073

  日期：2011.6

  A novel Mitsunobu-based protocol has been developed for the synthesis of carbazates and dithiocarbazates through the variety of corresponding primary, secondary and tertiary alcohols and various kinds of substituted hydrazines using Mitsunobu’s reagent and CO2/CS2 system, in good to excellent yields.

  使用Mitsunobu的试剂和CO 2 / CS 2系统，已开发出一种新颖的基于Mitsunobu的新方案，可通过使用Mitsunobu的试剂和CO 2 / CS 2系统通过各种相应的伯醇，仲醇和叔醇以及各种取代的肼来合成氨基甲酸酯和二硫代氨基甲酸酯。
• Triton-B Catalyzed, Green and Efficient Method for the Synthesis of Dithiocarbazates
  作者：Sadaf Zaidi、Mridula Saxena

  DOI：10.14233/ajchem.2019.21973

  日期：2019.6.10

  A novel, solvent free and high yielding method was accomplished for one-pot synthesis of dithiocarbazates by the reaction of various alkyl halides (primary, secondary and tertiary) with variety of substituted hydrazines using Triton-B (benzyl-trimethylammonium hydroxide) and carbon di sulphide. This new method of synthesizing dithiocarbazates involves mild conditions, simple procedures and high yields of the products as compared to previously used methods.

  一种新颖的无溶剂高产率的方法被成功实现，用于通过不同烷基卤化物（初级、次级和三级）与多种取代肼的反应，进行一步法合成二硫 Carbazates，所使用的试剂为 Triton-B（苄基三甲基铵氢氧化物）和二硫化碳。与之前采用的方法相比，这种新方法在合成二硫 Carbazates 方面具有温和的反应条件、简单的操作过程和高产率的优势。
• Efficient TBAI-CS₂ Promoted Synthesis of Substituted Hydrazinecarbodithiolates
  作者：Nitin Srivastava

  DOI：10.1080/00304948.2022.2111171

  日期：2022.11.2

  Published in Organic Preparations and Procedures International: The New Journal for Organic Synthesis (Vol. 54, No. 6, 2022)

  发表于国际有机制剂和程序：有机合成新期刊（印刷前，2022 年）
• An Efficient, Basic Resin-Mediated, One-Pot Synthesis of Dithiocarbazates Through Alcoholic Tosylates
  作者：Devdutt Chaturvedi、Nisha Mishra、Amit K. Chaturvdi、Virendra Mishra

  DOI：10.1080/10426500802203137

  日期：2009.3.10

  A quick and efficient, one-pot synthesis of dithiocarbazates was accomplished in high yields by the reaction of various alcoholic tosylates of primary, secondary, and tertiary alcohols, with substituted hydrazines using an Amberlite IRA 400 (basic resin)/CS2 system. The reaction conditions are mild with simpler work-up procedures than previously reported methods.
• Triton-B catalyzed, efficient one-pot synthesis of dithiocarbazates
  作者：Devdutt Chaturvedi、Nisha Mishra、Virendra Mishra

  DOI：10.1007/s00706-008-0873-9

  日期：2008.9

  A quick and efficient, one-pot synthesis of dithiocarbazates was accomplished in high yields by the reaction of various primary, secondary, and tert. alkyl halides with a variety of substituted hydrazines using the benzyl-trimethylammonium hydroxide (Triton-B)/CS2 system. The reaction conditions are mild with simpler work-up procedures than the reported methods.