4-methyl-5-methylamino-3-thio-1,2,4-dithiazolidine | 20042-85-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-methyl-5-methylamino-3-thio-1,2,4-dithiazolidine
• 英文别名: Methylsenfoelsulfid；4-methyl-5-methylimino-1,2,4-dithiazolidine；3-Methylimino-4-methyl-1,2,4-dithioazolidin-5-thion；4-Methyl-3-methylimino-1,2,4-dithiazolidin-5-thion；4-methyl-5-methylimino-[1,2,4]dithiazolidine-3-thione；4-Methyl-5-methylimino-[1,2,4]dithiazolidin-3-thion；(5Z)-4-methyl-5-(methylimino)-1,2,4-dithiazolidine-3-thione；4-methyl-5-methylimino-1,2,4-dithiazolidine-3-thione
• CAS: 20042-85-7
• 化学式: C₄H₆N₂S₃
• 分子量: 178.303
• InChiKey: NTBGCUDCUVQJHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  98.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-methyl-5-methylamino-3-thio-1,2,4-dithiazolidine 、 三氯乙腈 以 甲苯 为溶剂， 以95%的产率得到4-methyl-3-(trichloromethyl)-1,2,4-thiadiazoline-5-thione
  参考文献：
  名称：

  Cycloaddition-elimination reactions of Freund's "methyl isothiocyanate sulfide" with electrophilic nitriles

  摘要：

  The 1,2,4-dithiazolidine 1 and the 1,2,4-thiadiazolidine 2 are interconvertible in the presence of electrophilic nitriles and furnish 1,2,4-thiadiazoline-5-thiones 7 as final products. A mechanistic rationalization involving consecutive cycloaddition-elimination reactions via hypervalent sulfur intermediates is proposed.

  DOI：

  10.1021/jo00010a018
• 作为产物：
  描述：

  N,N'-dimethylthioperoxydicarbamic acid 在 氯仿 、 溴 作用下， 生成 4-methyl-5-methylamino-3-thio-1,2,4-dithiazolidine
  参考文献：
  名称：

  Freund; Asbrand, Justus Liebigs Annalen der Chemie, 1895, vol. 285, p. 175

  摘要：

  DOI：

文献信息

• L'abbe, Gerrit; Sannen, Ingrid; Vandendriessche, Ann, Journal of Heterocyclic Chemistry, 1992, vol. 29, # 1, p. 69 - 72
  作者：L'abbe, Gerrit、Sannen, Ingrid、Vandendriessche, Ann

  DOI：——

  日期：——
• Tittelbach, Franz, Journal fur praktische Chemie (Leipzig 1954), 1991, vol. 333, # 1, p. 107 - 117
  作者：Tittelbach, Franz

  DOI：——

  日期：——
• Chande, M.S.; Dravid, R.N., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1988, vol. 27, # 1-12, p. 967 - 968
  作者：Chande, M.S.、Dravid, R.N.

  DOI：——

  日期：——
• Freund; Asbrand, Justus Liebigs Annalen der Chemie, 1895, vol. 285, p. 175
  作者：Freund、Asbrand

  DOI：——

  日期：——
• Cycloaddition-elimination reactions of Freund's "methyl isothiocyanate sulfide" with electrophilic nitriles
  作者：Gerrit L'abbe、Anna Vandendriessche、Ingrid Sannen

  DOI：10.1021/jo00010a018

  日期：1991.5

  The 1,2,4-dithiazolidine 1 and the 1,2,4-thiadiazolidine 2 are interconvertible in the presence of electrophilic nitriles and furnish 1,2,4-thiadiazoline-5-thiones 7 as final products. A mechanistic rationalization involving consecutive cycloaddition-elimination reactions via hypervalent sulfur intermediates is proposed.