4-ethyl-5-ethylimino[1,2,4]dithiazolidine-3-one | 108168-82-7

• 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-ethyl-5-ethylimino[1,2,4]dithiazolidine-3-one
• 英文别名: 1,2,4-Dithiazolidin-3-one, 4-ethyl-5-(ethylimino)-；4-ethyl-5-ethylimino-1,2,4-dithiazolidin-3-one
• CAS: 108168-82-7
• 化学式: C₆H₁₀N₂OS₂
• 分子量: 190.29
• InChiKey: MOZNGMQBQZPDCN-UHFFFAOYSA-N

物化性质

• 沸点：
  265.6±23.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 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：
  83.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-ethyl-5-ethylimino[1,2,4]dithiazolidine-3-thione 反应 0.92h， 生成 2,4-diethyl-1,2,4-thiadiazolidine-3-thione-5-one 、 4-ethyl-5-ethylimino[1,2,4]dithiazolidine-3-one 、 2,4-Diethyl-[1,2,4]thiadiazolidine-3,5-dithione
  参考文献：
  名称：

  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

  摘要：

  We demonstrate that the previously synthesized product of ethyl isothiocyanate insertion into tungsten hexachloride, WCl5{N(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.

  DOI：

  10.1134/s0020168513090112