1-苯胺基-3-甲基硫脲 | 13207-50-6

• 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: 1-苯胺基-3-甲基硫脲
• 英文名称: 1-phenyl-4-methyl-3-thiosemicarbazide
• 英文别名: 4-methyl-1-phenyl thiosemicarbazide；4-Methyl-1-phenyl-thiosemicarbazid；N-methyl-2-phenylhydrazinecarbothioamide；1-anilino-3-methylthiourea
• CAS: 13207-50-6
• 化学式: C₈H₁₁N₃S
• mdl: MFCD00022129
• 分子量: 181.261
• InChiKey: TVQONGCRGGWBOT-UHFFFAOYSA-N

物化性质

• 熔点：
  172-174 °C(Solv: ligroine (8032-32-4))
• 沸点：
  268.8±23.0 °C(Predicted)
• 密度：
  1.224±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  68.2
• 氢给体数：
  3
• 氢受体数：
  2

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  1-苯胺基-3-甲基硫脲 在 盐酸 、 亚硝酸丁酯 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以24%的产率得到mesoionic 3-phenyl-5-methylimino-1,2,3,4-oxatriazole imine
  参考文献：
  名称：

  Synthesis and multinuclear NMR investigation of some mesoionic 3-phenyl-5-imino-1,2,3,4-oxatriazole imines

  摘要：

  Six new derivatives of mesoionic 3-phenyl-5-imino-1,2,3,4-oxatriazole imine have been obtained and investigated by H-1, C-13, N-14, N-15 and O-17 NMR techniques. The N-15 and O-17 NMR studies reveal that mesoionic oxatriazoles imines exist in a cyclic, 'mesoionic' form. Two stable conformers of mesoionic 3-phenyl-5-imino-1,2,3,4-oxatriazole imines, E and Z, in comparable concentrations, have been detected for the first time in the solution by the use of low temperature NMR experiments. 1H NMR techniques and band shape analysis were applied for estimation of Z-E interconversion barrier of mesoionic 3-phenyl-5-methylimino-1,2,3,4-oxatriazole imine 6 and 3-phenyl-5-benzylimino-1,2,3,4-oxatriazole imine 10. Some one-bond (1)J(N-15-C-13) coupling constants have been measured using N-15 enriched oxatriazole and tetrazole, as a means of the C5-N(-)6 bond characterisation. (C) 2003 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2003.08.017
• 作为产物：
  描述：

  苯肼 在 乙醇 作用下， 生成 1-苯胺基-3-甲基硫脲
  参考文献：
  名称：

  Marckwald, Chemische Berichte, 1892, vol. 25, p. 3106,3107

  摘要：

  DOI：

文献信息

• Structure of Busch’s Endo-thiatriazolines
  作者：Masaki Ohta、Hiroshi Kato、Takashi Kaneko

  DOI：10.1246/bcsj.40.579

  日期：1967.3

  The methods of preparing 2,4-dihydro-1,3,4-thiadiazole-2-thiones are discussed. The structure of the reaction products of these compounds or their methiodides with amines is determined to be 1,3-dihydro-1,2,4-triazole-3-thiones.

  讨论了制备 2,4-二氢-1,3,4-噻二唑-2-硫酮的方法。这些化合物或其碘甲烷与胺的反应产物的结构被确定为 1,3-二氢-1,2,4-三唑-3-硫酮。
• Process for preparing silver halide emulsion and silver halide
  申请人：Fuji Photo Film Co., Ltd.

  公开号：US04665017A1

  公开（公告）日：1987-05-12

  A process for preparing a silver halide emulsion wherein a sulfur-containing silver halide solvent which accelerates growth of silver halide grains and an oxidizing agent capable of reducing or eliminating the grain growth effect of the sulfur-containing silver halide solvent are used, and a silver halide photographic light-sensitive material containing the silver halide emulsion prepared by the process are disclosed. The grain growth effect of the sulfur-containing silver halide solvent can be controlled at any necessary stage without accompanying substantial deterioration in photographic properties.

  本发明涉及一种制备银卤化物乳剂的方法，其中使用一种含硫银卤化物溶剂来加速银卤化物晶粒的生长，并使用一种氧化剂来减少或消除硫银卤化物溶剂的晶粒生长效应，以及一种含有该银卤化物乳剂的银卤化物感光材料。硫银卤化物溶剂的晶粒生长效应可以在任何必要的阶段进行控制，而不会伴随着照相性能的实质性恶化。
• Silver halide photographic material
  申请人：Fuji Photo Film Co., Ltd.

  公开号：US04675276A1

  公开（公告）日：1987-06-23

  A silver halide photographic material containing a mesoionic 1,2,4-triazolium-3-thiolate compound in at least one hydrophilic colloidal layer of the silver halide photographic material gives photographic images having stable and excellent quality without being accompanied by the increased formation of fog and increased changes of sensitivity and gradation upon high temperature processing.

  一种含有中间离子型1,2,4-三唑-3-硫酸盐化合物的银卤化物感光材料，至少在银卤化物感光材料的一个亲水胶体层中，能够形成稳定且质量优异的摄影图像，而不伴随着高温处理时雾化增加和感度及阶调变化增加。
• Method for forming silver halide emulsion comprising forming silver
  申请人：Fuji Photo Film Co., Ltd.

  公开号：US04631253A1

  公开（公告）日：1986-12-23

  A photographic material is described, comprising a support and at least one silver halide emulsion layer which contains nearly uniform and large size silver halide grains formed in the presence of a novel silver halide solvent represented by formula (I) ##STR1## wherein R.sup.1 and R.sup.2 each represents an unsubstituted or substituted alkyl group, alkenyl group, cycloalkyl group, aralkyl group, aryl group, or heterocyclic group; R.sup.3 represents an unsubstituted or substituted alkyl group, alkenyl group, cycloalkyl group, aralkyl group, aryl group, --NR.sup.4 R.sup.5, a heterocyclic group; and R.sup.4 and R.sup.5 each represents a hydrogen atom, an alkyl group or an aryl group; and wherein R.sup.1 and R.sup.2 or R.sup.2 and R.sup.3 can combine with each other to form a 5- or 6-membered ring.

  本文描述了一种摄影材料，包括支撑体和至少一层含有近乎均匀和大尺寸银卤化物晶粒的银卤化物乳剂层，该晶粒在新型银卤化物溶剂的存在下形成，该溶剂由式（I）表示：##STR1## 其中，R.sup.1和R.sup.2分别表示未取代或取代的烷基，烯基，环烷基，芳基烷基，芳基或杂环基；R.sup.3表示未取代或取代的烷基，烯基，环烷基，芳基烷基，芳基，--NR.sup.4R.sup.5或杂环基；R.sup.4和R.sup.5分别表示氢原子，烷基或芳基；其中，R.sup.1和R.sup.2或R.sup.2和R.sup.3可以结合形成5-或6-成员环。
• Dimroth rearrangement “thiadiazole-triazole”: synthesis and exploration of 3-sulfanyl-1,2,4-triazolium salts as NHC-proligands
  作者：D. V. Pasyukov、A. Yu. Chernenko、I. V. Lavrentev、V. A. Baydikova、M. E. Minyaev、O. A. Starovoytova、V. M. Chernyshev

  DOI：10.1007/s11172-022-3501-7

  日期：2022.5

  thiosemicarbazides with N,N-dimethylformamide dimethyl acetal afforded 1,4-disubstituted 1,2,4-triazolium-3-thiolates. Heating of the thiosemicarbazides with trimethyl orthoformate in the presence of Me3SiCl yielded 5-RNH-substituted 1,3,4-thiadiazolium salts and, in some cases, 1,4-disubstituted 3-sulfanyl-1,2,4-triazolium salts as by-products. It was found that the obtained heterocycles are capable

  1,4-二取代氨基硫脲与N,N-二甲基甲酰胺二甲基缩醛反应得到 1,4-二取代 1,2,4-三唑鎓-3-硫醇盐。在 Me 3存在下用原甲酸三甲酯加热氨基硫脲SiCl 产生 5-RNH-取代的 1,3,4-噻二唑盐，在某些情况下，产生 1,4-二取代的 3-硫烷基-1,2,4-三唑盐作为副产物。发现所获得的杂环能够根据介质酸度和取代基 R 的结构进行可逆的相互转化。除了 R = 2,6-二异丙基苯基的情况外，在碱存在下氨基噻二唑盐重排为硫醇三唑盐。三唑鎓硫醇盐和硫代三唑鎓盐在酸性介质中加热后转化为氨基噻二唑鎓盐。三唑硫醇盐的 S-烷基化得到稳定的 3-烷基硫烷基-1,2,4-三唑盐，可用作 NHC-前配体。烷基硫基三唑鎓盐的直接钯化用于获得 PEPPSI 型 Pd/NHC 配合物。