<4-<2,6-bis(1-methylethyl)phenyl>-2-methyl-3-oxo-1,2,4-thiadiazolidin-5-ylidene>methylurea | 139407-54-8

• 英文名称: <4-<2,6-bis(1-methylethyl)phenyl>-2-methyl-3-oxo-1,2,4-thiadiazolidin-5-ylidene>methylurea
• 英文别名: [4-(2,6-bis(1-methylethyl)phenyl)-2-methyl-3-oxo-1,2,4-thiadiazolidin-5-ylidene]methylurea；(1Z)-1-[4-[2,6-di(propan-2-yl)phenyl]-2-methyl-3-oxo-1,2,4-thiadiazolidin-5-ylidene]-3-methylurea
• CAS: 139407-54-8
• 化学式: C₁₇H₂₄N₄O₂S
• 分子量: 348.469
• InChiKey: PYGHFYGUQHLQRZ-MNDPQUGUSA-N

物化性质

• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.72
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 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：

  N-<2,6-bis(1-methylethyl)phenyl>-1,2,3,4-thiatriazol-5-amine 、 异氰酸甲酯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 <4-<2,6-bis(1-methylethyl)phenyl>-2-methyl-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