5-Nonyl-[1,3,4]thiadiazole-2-thiol | 117365-37-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-Nonyl-[1,3,4]thiadiazole-2-thiol
• 英文别名: 1,3,4-Thiadiazole-2(3H)-thione, 5-nonyl-；5-nonyl-3H-1,3,4-thiadiazole-2-thione
• CAS: 117365-37-4
• 化学式: C₁₁H₂₀N₂S₂
• 分子量: 244.425
• InChiKey: BEHGLLUXNMAUPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  81.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-Nonyl-[1,3,4]thiadiazole-2-thiol 在 potassium carbonate 、 一水合肼 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.08h， 生成 (5-Nonyl-[1,3,4]thiadiazol-2-ylsulfanyl)-acetic acid hydrazide
  参考文献：
  名称：

  Microwave-Assisted Synthesis of Novel 1,3,4-Thiadiazolyl-Substituted 1,2,4-Triazines as Potential Antitubercular Agents

  摘要：

  A series of triazines have been synthesized starting from 5-alkyl-1,3,4-thiadiazole-2-thioles (1a-d). On reaction with ethyl bromoacetate in the presence of anhydrous K2CO3 under microwave irradiation (MWI), these yielded corresponding esters (2a-d) which on hydrazinolysis under MWI produced (5-alkyl-1,3,4-thiadiazol-2-yl sulfanyl) acetohydrazides (3a-d). The reaction of 3a-d with omega-bromoacetophenone under MWI yielded 6-aryl-3-[(5-alkyl-1,3,4-thiadiazo1-2-yl sulfanyl)methyl]-1,2,4-triazines (4a-h). All the synthesized triazines showed bl vitro antitubercular activity, (C) 1998 Academic Press.

  DOI：

  10.1006/bioo.1998.1108
• 作为产物：
  描述：

  在 硫酸 作用下， 生成 5-Nonyl-[1,3,4]thiadiazole-2-thiol
  参考文献：
  名称：

  绿色合成5-取代的1,3,4-噻二唑-2-硫醇作为新型强效硝化抑制剂

  摘要：

  已成功开发出一种快速，有效的5-取代-1,3,4-噻二唑-2-硫醇合成方法，并使用绿色化学矩阵对其进行了评估，并筛选了化合物的体外硝化抑制活性。较绿色的方法具有更高的能源效率，E（环境）因子，原子经济性，原子效率，碳效率和反应质量效率，因而具有优越性。J.杂环化​​学。（2010）。

  DOI：

  10.1002/jhet.345

文献信息

• Alumina-supported synthesis of antibacterial quinolines using microwaves
  作者：M. Kidwai、K.R. Bhushan、P. Sapra、R.K. Saxena、R. Gupta

  DOI：10.1016/s0968-0896(99)00256-4

  日期：2000.1

  7-(5'-Alkyl-1',3',4'-thiadiazol/oxadiazol-2'-ylthio)-6-fluoro-2,4-dimethylquinolines and 3-formyl-2-(2'-hydroxy-1',4'-naphthoquinon-3'-yl)-4-melhyl/6-methyl/7 have been synthesised by the reaction of 5-alkyl-1,3,3-thiadiazol/oxadiazol-2-thiols with 7-chloro-6-fluoro-2,4-dimethylquinoline and by the reaction of 2-hydroxy-1,4-naphthoquinone with 2-chloro-3-formyl-4-methyl/6-methyl/7-methyl/8-methylquinoline respectively on basic alumina using microwaves, the reaction time has been brought down from hours to seconds with improved yield as compared to conventional heating. The compounds were tested for their in vitro antibacterial activity. All compounds showed promising antibacterial activity. The best activity was observed by compounds 3a and 3f. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Microwave Assisted Synthesis and Antibacterial Activity of New Quinolone Derivatives
  作者：Mazaahir Kidwai、Preeti Misra、Rajesh Kumar、Rajendra K. Saxena、Rani Gupta、Sapna Bradoo

  DOI：10.1007/pl00013504

  日期：1998.9

  A series of novel 6-fluoro-7-(5-alkyl-1,3,4-thiadiazol/oxadiazol-2-ylsulfanyl)-4-quinolone-3-carboxylic acids were synthesized using microwave irradiation. The compounds were tested for their in vitro antibacterial activity. All compounds containing the 1,3,4-thiadiazole/oxadiazole moiety at position 7 showed promising antibacterial activity.
• US6080772A
  申请人：——

  公开号：US6080772A

  公开（公告）日：2000-06-27
• Kidwai, Mazaahir, Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, <hi>1998</hi>, vol. 37, # 12, p. 1294 - 1295
  作者：Kidwai, Mazaahir

  DOI：——

  日期：——
• Green synthesis of 5-substituted-1,3,4-thiadiazole-2-thiols as new potent nitrification inhibitors
  作者：Ajoy Saha、Rajesh Kumar、Rajendra Kumar、C. Devakumar

  DOI：10.1002/jhet.345

  日期：——

  A fast, efficient synthesis of 5‐substituted‐1,3,4‐thiadiazole‐2‐thiols was successfully developed, assessed using green chemistry matrices, and compounds were screened for their in vitro nitrification inhibitory activity. The greener method was superior with higher energy efficiency, E(nvironmental) factor, atom economy, atom efficiency, carbon efficiency, and reaction mass efficiency. J. Heterocyclic

  已成功开发出一种快速，有效的5-取代-1,3,4-噻二唑-2-硫醇合成方法，并使用绿色化学矩阵对其进行了评估，并筛选了化合物的体外硝化抑制活性。较绿色的方法具有更高的能源效率，E（环境）因子，原子经济性，原子效率，碳效率和反应质量效率，因而具有优越性。J.杂环化​​学。（2010）。