(2,4-dimethyl-3-oxo-1,2,4-thiadiazolidin-5-ylidene)methylurea | 139407-59-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (2,4-dimethyl-3-oxo-1,2,4-thiadiazolidin-5-ylidene)methylurea
• CAS: 139407-59-3
• 化学式: C₆H₁₀N₄O₂S
• 分子量: 202.237
• InChiKey: ZZMIPBMPNRFJRP-VMPITWQZSA-N

物化性质

• 密度：
  1.46±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.97
• 重原子数：
  13.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  68.39
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  氨甲酸,(2,4-二甲基-3-羰基-1,2,4-噻重氮基戊啶-5-亚基)-,苯基酯 、 甲胺 以 四氢呋喃 、 水 为溶剂， 反应 0.17h， 以75%的产率得到(2,4-dimethyl-3-oxo-1,2,4-thiadiazolidin-5-ylidene)methylurea
  参考文献：
  名称：

  The reactions of 5-amino-1,2,3,4-thiatriazoles with isocyanates

  摘要：

  The reaction of 5-(arylamino)-1,2,3,4-thiatriazoles 1 with isocyanates initially gives 1,2,3,4-thiatriazol-5-ylureas 3 which can be isolated when the aryl group has o-alkyl substituents. Compounds 3 rearrange to 21 in the presence of triethylamine and then react with the second equivalent of isocyanate to give (4-aryl-2-alkyl-3-oxo-1,2,4-thiadiazolidin-5-ylidene)ureas 12 rather than the (3-oxo-DELTA(4)-1,2,4-thiadiazolin-5-yl)ureas 7 which had been proposed previously.1 The latter compounds, prepared from 8 and isocyanates, also rearrange to 12. Mechanisms incorporating these observations are proposed (Schemes IV and VI). The structure of 12 was confirmed by single-crystal X-ray analysis of [4-(2,6-dimethylphenyl)-2-methyl-3-oxo-1,2,4-thiadiazolidin-5-ylidene]methylurea 12baa.

  DOI：

  10.1021/jo00032a014