5-((2-nitrobenzyl)thio)-1-phenyl-1H-tetrazole | 81645-84-3

• 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-((2-nitrobenzyl)thio)-1-phenyl-1H-tetrazole
• 英文别名: 1-phenyl-5-(o-nitrobenzylthio) tetrazole；Cambridge id 5928908；5-[(2-nitrophenyl)methylsulfanyl]-1-phenyltetrazole
• CAS: 81645-84-3
• 化学式: C₁₄H₁₁N₅O₂S
• 分子量: 313.34
• InChiKey: CXJAWYMBVQGLTA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  115
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  邻硝基苯甲醇 在 樟脑醌 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 22.0h， 生成 5-((2-nitrobenzyl)thio)-1-phenyl-1H-tetrazole
  参考文献：
  名称：

  Camphorquinone: a new and efficient oxidant for the preparation of 2-thio-substituted benzothiazoles from alcohols by oxidation-reduction condensation

  摘要：

  A convenient one-pot procedure for the preparation of various 2-thio-substituted benzothiazoles from alcohols and benzothiazole-2-thiol utilizing camphorquinone-mediated oxidation-reduction condensation is disclosed. The condensation between benzothiazole-2-thiol and alkyl diphenylphosphinites, generated in situ from alcohols and chlorodiphenylphosphine, proceeded smoothly in the presence of camphorquinone to furnish the corresponding benzothiazoles in good to moderate yields.[GRAPHICS].

  DOI：

  10.1080/17415993.2014.907408

文献信息

• Masked antifoggant compounds for silver photographic systems
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0045129A2

  公开（公告）日：1982-02-03

  Novel benzyl compounds are provided with nuclear substituents such that a net electron withdrawing effect occurs at the a-carbon atom of the benzyl structure, the α-carbon atom being substituted by a radical which, upon release during a photographic process, forms a photographically active antifoggant, toner, spectral sensitizer, dye, color coupler, silver halide solvent, stabilizer, hardener or accelerator. When incorporated into a photographic emulsion or developer the compounds provide controlled imagewise release of development/ image modifier compounds after developer oxidation products have been formed in the course of the development process. For example, nitrobenzyl-masked phenylmercaptotetrazole (PMT), incorporated into a silver halide emulsion, reacts with developer oxidation products via an electron transfer mechanism to release the potent development restrainer PMT.

  新型苄基化合物具有核取代基，从而在苄基结构的 a 碳原子上产生净电子撤回效应，α 碳原子被自由基取代，在照相过程中释放后，形成具有照相活性的防雾剂、调色剂、光谱感光剂、染料、色彩耦合剂、卤化银溶剂、稳定剂、硬化剂或促进剂。当这些化合物加入感光乳剂或显影剂中时，可以在显影过程中形成显影剂氧化产物后，控制显影/图像修饰化合物的图像释放。例如，加入卤化银乳剂中的硝基苄基掩蔽苯基巯基四唑（PMT）通过电子转移机制与显影剂氧化产物发生反应，释放出强效显影抑制剂 PMT。
• US4343893A
  申请人：——

  公开号：US4343893A

  公开（公告）日：1982-08-10
• US4501896A
  申请人：——

  公开号：US4501896A

  公开（公告）日：1985-02-26
• Camphorquinone: a new and efficient oxidant for the preparation of 2-thio-substituted benzothiazoles from alcohols by oxidation-reduction condensation
  作者：Wanchai Pluempanupat、Parinthorn Temyarasilp、Michael Widhalm、Warinthorn Chavasiri

  DOI：10.1080/17415993.2014.907408

  日期：2014.7.4

  A convenient one-pot procedure for the preparation of various 2-thio-substituted benzothiazoles from alcohols and benzothiazole-2-thiol utilizing camphorquinone-mediated oxidation-reduction condensation is disclosed. The condensation between benzothiazole-2-thiol and alkyl diphenylphosphinites, generated in situ from alcohols and chlorodiphenylphosphine, proceeded smoothly in the presence of camphorquinone to furnish the corresponding benzothiazoles in good to moderate yields.[GRAPHICS].