2,4-Diethyl-[1,2,4]thiadiazolidine-3,5-dithione | 98484-93-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2,4-Diethyl-[1,2,4]thiadiazolidine-3,5-dithione
• 英文别名: 2,4-Diethyl-1,2,4-thiadiazolidine-3,5-dithione
• CAS: 98484-93-6
• 化学式: C₆H₁₀N₂S₃
• 分子量: 206.357
• InChiKey: FJIBSIHLVRNGOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  96
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,4-Diethyl-[1,2,4]thiadiazolidine-3,5-dithione 、 异氰酸苯酯 反应 20.0h， 以58%的产率得到2,4-Diethyl-3-[(E)-phenylimino]-[1,2,4]thiadiazolidine-5-thione
  参考文献：
  名称：

  Cycloadditions-Eliminierungsreaktionen von Phenylisocyanat mit Oxo-und Thionoderivaten aliphatisch substituierter 5-Imino-1,2,4-dithiazolidine und 3-Thiono-1,2,4-thiadiazolidine (Senf�loxide und Senf�lsulfide)

  摘要：

  5-Imino-1,2,4-dithiazolidin-3-ones 1 and -3-thiones 3 react with phenylisocyanate to afford 5-imino-1,2,4-thiadiazolidin-3-ones 6. In comparison isomeric 3-thiono-1,2,4-thiadiazolidin-5-ones 2, 5, and -5-thiones 4 yield 3-imino-1,2,4-thiadiazolidin-5-ones 8, 10, and -5-thiones 7. Thermolyses of thiadiazolidines 5 and 10 afford further 1,2,4-thiadiazolidines 9, 11. Compounds 8 - 11 are available also by reaction of substituted guanidines with chlorocarbonyl sulfenylchloride.

  DOI：

  10.1002/prac.19923340808
• 作为产物：
  描述：

  4-ethyl-5-ethylimino-[1,2,4]dithiazolidine-3-thione 在 三乙胺 作用下， 以 乙醇 为溶剂， 以90%的产率得到2,4-Diethyl-[1,2,4]thiadiazolidine-3,5-dithione
  参考文献：
  名称：

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

  摘要：

  DOI：

文献信息

• Synthesis of 4-ethyl-5-ethylimino-[1,2,4]-dithiazolidin-3-trithione through ethyl-(4-ethyl-5-thioxo-[1,2,4]-dithiazolidin-3-ylidene)ammonium oxopentachlorotungstate(VI) hydrolysis and the dimroth rearrangement in it on heating
  作者：N. A. Ovchinnikova、A. E. Sinyakov、S. G. Sakharov、A. E. Gekhman、Yu. N. Mikhailov、A. S. Kanishcheva

  DOI：10.1134/s0020168513090112

  日期：2013.9

  We demonstrate that the previously synthesized product of ethyl isothiocyanate insertion into tungsten hexachloride, WCl5N(Et)C(S)N(Et)C(S)Cl}, whose partial hydrolysis yields N(Et)C(S)-S-S-C=NH(Et)}[WOCl5] (I), can be used as a source of biologically active heterocyclic compounds. H-1 and C-13 NMR and gas chromatography-mass spectrometry data show that reaction of I with a saturated aqueous Na2CO3 solution yields a number of thiazolidine heterocycles, mostly 4-ethyl-5-ethylimino-[1,2,4]-dithiazolidin-3-trithione. The thermal Dimroth rearrangement leads to the formation of 2,4-diethyl-[1,2,4]-dithiazolidin-3,5-dithione and the products of partial hydrolysis of both heterocycles: 4-ethyl-5-ethylimino-[1,2,4]-dithiazolidin-3-on and 2,4-diethyl-3-thioxo-[1,2,4]-dithiazolidin-5-on.