1-hydroxy-3-methylthiourea | 25684-18-8

• 分子结构分类: 有机化合物 - 有机硫化合物
• 英文名称: 1-hydroxy-3-methylthiourea
• 英文别名: N-hydroxy-N'-methyl-thiourea；Thiokohlensaeure-methylamid-hydroxylamid；N-Hydroxy-N'-methyl-thioharnstoff
• CAS: 25684-18-8
• 化学式: C₂H₆N₂OS
• mdl: MFCD19219519
• 分子量: 106.148
• InChiKey: IWJSINBZKHUFQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  76.4
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-hydroxy-3-methylthiourea 、 甲胺 在 四丁基高碘酸铵 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 以78%的产率得到N-methyl-2-methylenehydrazinecarbothioamide
  参考文献：
  名称：

  Semicarbazones from N-Hydroxyureas and Amines: A Novel Entry in the Reactivity of the Acyl Nitroso Group

  摘要：

  The condensation of carbamoyl nitroso compounds, obtained by oxidation of N-hydroxyureas, with amines unexpectedly afforded semicarbazones (aka carbamoyl hydrazones). Although the substitution of the nitrosyl moiety might compete to afford the corresponding urea, an excess of amine led to the semicarbazone as the major product, which is presumably formed via isomerization of an initially generated acyl azo compound.

  DOI：

  10.1021/ol2003226
• 作为产物：
  描述：

  异硫氰酸甲酯 在 羟胺 作用下， 生成 1-hydroxy-3-methylthiourea
  参考文献：
  名称：

  N-取代的N'-羟基硫脲。

  摘要：

  DOI：

  10.1021/jm00297a009

文献信息

• Kjellin; Kuylenstjerna, Justus Liebigs Annalen der Chemie, 1897, vol. 298, p. 119,122
  作者：Kjellin、Kuylenstjerna

  DOI：——

  日期：——
• N-substituted N'-hydroxythioureas
  作者：Gil Clifton、Sarah R. Bryant、Charles G. Skinner

  DOI：10.1021/jm00297a009

  日期：1970.5
• Semicarbazones from <i>N</i>-Hydroxyureas and Amines: A Novel Entry in the Reactivity of the Acyl Nitroso Group
  作者：Jairo Paz、Carlos Pérez-Balado、Beatriz Iglesias、Luis Muñoz

  DOI：10.1021/ol2003226

  日期：2011.4.1

  The condensation of carbamoyl nitroso compounds, obtained by oxidation of N-hydroxyureas, with amines unexpectedly afforded semicarbazones (aka carbamoyl hydrazones). Although the substitution of the nitrosyl moiety might compete to afford the corresponding urea, an excess of amine led to the semicarbazone as the major product, which is presumably formed via isomerization of an initially generated acyl azo compound.