sodium 2-isothiocyanatoethene-1-sulphonate

• 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: sodium 2-isothiocyanatoethene-1-sulphonate
• 英文别名: taurine isothiocyanate；Sodium;2-isothiocyanatoethanesulfonate；sodium;2-isothiocyanatoethanesulfonate
• 化学式: C₃H₄NO₃S₂*Na
• 分子量: 189.191
• InChiKey: YKBVCQACDLGJMZ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -3.36
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  per-O-acetyl-6^A-amino-6^A-deoxy-β-D-cyclodextrin 、 sodium 2-isothiocyanatoethene-1-sulphonate 以 四氢呋喃 、 水 为溶剂， 反应 12.0h， 以24 mg的产率得到
  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
• 作为产物：
  描述：

  硫光气 、 牛磺酸 在 碳酸氢钠 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.67h， 以87%的产率得到sodium 2-isothiocyanatoethene-1-sulphonate
  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

文献信息

• Taurine isothiocyanate: a versatile intermediate for the preparation of ureas, thioureas, and guanidines. Taurine-derived cyclodextrins
  作者：José M. Márquez、Óscar López、Inés Maya、José Fuentes、José G. Fernández-Bolaños

  DOI：10.1016/j.tetlet.2008.04.053

  日期：2008.6

  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.