3-(2-carboxyethyl)-6-(methylsulfanyl)-2,3,4,5-tetrahydro-1,3,5-triazin-1-ium iodide | 1379355-16-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 3-(2-carboxyethyl)-6-(methylsulfanyl)-2,3,4,5-tetrahydro-1,3,5-triazin-1-ium iodide
• 英文别名: 3-(6-methylsulfanyl-2,4-dihydro-1H-1,3,5-triazin-5-ium-3-yl)propanoic acid;iodide
• CAS: 1379355-16-4
• 化学式: C₇H₁₃N₃O₂S*HI
• 分子量: 331.178
• InChiKey: RXPXKSLOSOUGRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.92
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  91.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(2-carboxyethyl)-6-(methylsulfanyl)-2,3,4,5-tetrahydro-1,3,5-triazin-1-ium iodide 在 叔丁胺 作用下， 以 水 、 异丙醇 为溶剂， 以55.6%的产率得到3-[4-(methylsulfanyl)-5,6-dihydro-1,3,5-triazin-1(2H)-yl]propanoic acid
  参考文献：
  名称：

  Alkylation of cyclic mannich bases, derivatives of thiourea and simple amino acids

  摘要：

  Aminomethylation of thiourea with aqueous formaldehyde and simple amino acids (glycine, beta-alanine, gamma-aminobutyric acid) have resulted in the formation of (4-thioxo-1,3,5-triazinan-1-yl)-substituted acetic, propionic, and butyric acids, respectively. By alkylation of these compounds corresponding S-methyl and S-ethyl iodides were obtained, and by the action of tert-butylamine, the corresponding salts. The same salts were obtained by the reaction of amine exchange between 5-tert-butyl-1,3,5-triazinan-2-thione and these amino acids in water. As a result of neutralization of S-methyl iodides with tert-butylamine in 2-propanol or aqueous 2-propanol zwitterionic [4-(methyl-sulfanyl)-3,6-dihydro-1,3,5-triazin-1(2H)-yl] derivatives of these acids were isolated. From aqueous solutions of S-methyl iodides and tert-butylamine ion associates of the corresponding zwitter-ions and tert-butylammonium iodide have crystallized. The same associates have formed at treating S-methyl iodides with tert-butylamine or diethylamine in the absence of a solvent.

  DOI：

  10.1134/s1070363212020132
• 作为产物：
  描述：

  3-(4-thioxo-1,3,5-triazinan-1-yl)propanoic acid 、 碘甲烷 以 异丙醇 为溶剂， 反应 2.0h， 以67.3%的产率得到3-(2-carboxyethyl)-6-(methylsulfanyl)-2,3,4,5-tetrahydro-1,3,5-triazin-1-ium iodide
  参考文献：
  名称：

  Alkylation of cyclic mannich bases, derivatives of thiourea and simple amino acids

  摘要：

  Aminomethylation of thiourea with aqueous formaldehyde and simple amino acids (glycine, beta-alanine, gamma-aminobutyric acid) have resulted in the formation of (4-thioxo-1,3,5-triazinan-1-yl)-substituted acetic, propionic, and butyric acids, respectively. By alkylation of these compounds corresponding S-methyl and S-ethyl iodides were obtained, and by the action of tert-butylamine, the corresponding salts. The same salts were obtained by the reaction of amine exchange between 5-tert-butyl-1,3,5-triazinan-2-thione and these amino acids in water. As a result of neutralization of S-methyl iodides with tert-butylamine in 2-propanol or aqueous 2-propanol zwitterionic [4-(methyl-sulfanyl)-3,6-dihydro-1,3,5-triazin-1(2H)-yl] derivatives of these acids were isolated. From aqueous solutions of S-methyl iodides and tert-butylamine ion associates of the corresponding zwitter-ions and tert-butylammonium iodide have crystallized. The same associates have formed at treating S-methyl iodides with tert-butylamine or diethylamine in the absence of a solvent.

  DOI：

  10.1134/s1070363212020132

文献信息

• Alkylation of cyclic mannich bases, derivatives of thiourea and simple amino acids
  作者：Minyan Song、S. M. Ramsh、V. S. Fundamensky、S. Yu. Solov’eva、V. I. Zakharov

  DOI：10.1134/s1070363212020132

  日期：2012.2

  Aminomethylation of thiourea with aqueous formaldehyde and simple amino acids (glycine, beta-alanine, gamma-aminobutyric acid) have resulted in the formation of (4-thioxo-1,3,5-triazinan-1-yl)-substituted acetic, propionic, and butyric acids, respectively. By alkylation of these compounds corresponding S-methyl and S-ethyl iodides were obtained, and by the action of tert-butylamine, the corresponding salts. The same salts were obtained by the reaction of amine exchange between 5-tert-butyl-1,3,5-triazinan-2-thione and these amino acids in water. As a result of neutralization of S-methyl iodides with tert-butylamine in 2-propanol or aqueous 2-propanol zwitterionic [4-(methyl-sulfanyl)-3,6-dihydro-1,3,5-triazin-1(2H)-yl] derivatives of these acids were isolated. From aqueous solutions of S-methyl iodides and tert-butylamine ion associates of the corresponding zwitter-ions and tert-butylammonium iodide have crystallized. The same associates have formed at treating S-methyl iodides with tert-butylamine or diethylamine in the absence of a solvent.