2-[(N,N'-dibutylcarbamimidoyl)amino]ethanesulfonic acid | 1038467-06-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 2-[(N,N'-dibutylcarbamimidoyl)amino]ethanesulfonic acid
• CAS: 1038467-06-9
• 化学式: C₁₁H₂₅N₃O₃S
• 分子量: 279.404
• InChiKey: PUQDSHQYPNGPMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  18
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  99.2
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  硫光气 、 正丁胺 、 sodium 2-isothiocyanatoethene-1-sulphonate 在 碳酸氢钠 、 mercury(II) oxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.67h， 以43%的产率得到2-[(N,N'-dibutylcarbamimidoyl)amino]ethanesulfonic acid
  参考文献：
  名称：

  Taurine isothiocyanate: a versatile intermediate for the preparation of ureas, thioureas, and guanidines. Taurine-derived cyclodextrins

  摘要：

  A versatile and expeditious synthesis of taurine-derived thioureas, ureas, and guanidines using taurine isothiocyanate as the key intermediate is reported. Thioureas were obtained by a one-pot two-step procedure starting from taurine by the isothiocyanation reaction with thiophosgene in aqueous THF, followed by coupling with aliphatic and aromatic amines. Desulfurization of thiourea derivatives with yellow mercury(II) oxide gave access to either taurine-containing ureas or guanidines in a one-pot three-step fashion. This methodology was successfully applied to the preparation of a cyclodextrin-derived thiourea and guanidine with a taurine residue in their structures. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.04.053