3-(2-hydroxyethyl)-1-(pentan-3-yl)-thiourea | 1425968-64-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫脲类
• 英文名称: 3-(2-hydroxyethyl)-1-(pentan-3-yl)-thiourea
• 英文别名: 1-(2-Hydroxyethyl)-3-pentan-3-ylthiourea
• CAS: 1425968-64-4
• 化学式: C₈H₁₈N₂OS
• 分子量: 190.31
• InChiKey: RFSPQOPIBNDHEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 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：

  3-(2-hydroxyethyl)-1-(pentan-3-yl)-thiourea 在 N,N-二甲基甲酰胺 、 三氯氧磷 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以46%的产率得到N-(pentan-3-yl)-4,5-dihydro-1,3-thiazol-2-amine
  参考文献：
  名称：

  Synthesis and spectroscopic analysis of substituted 2-aminothiazolines

  摘要：

  2-Aminothiazolines can exist in two tautomeric species, amino and imino forms, which can theoretically exist as two stereoisomers. Several methods and techniques have been used to evaluate tautomeric process, but in this case N-15 NMR spectroscopy was used due to tautomeric process involves two nitrogen atoms. In this paper, we present the synthesis and a HMBC H-1-N-15 study of four 2-substituted aminothiazolines. It was observed from HMBC contour plot correlation between five membered ring CH2 groups with sp(2) nitrogen around 250 ppm, while aliphatic hydrogen correlates with sp(3) nitrogen around 90 ppm, suggesting that amino form is the major or the unique tautomer present in solution. Theoretical calculations at the M06-2X/cc-pVDZ level were performed and indicated that amino tautomer is slightly more stable (similar to 1 kcal mol(-1)) than imino one. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2012.12.031
• 作为产物：
  描述：

  3-氨基戊烷 在 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 33.0h， 生成 3-(2-hydroxyethyl)-1-(pentan-3-yl)-thiourea
  参考文献：
  名称：

  Synthesis and spectroscopic analysis of substituted 2-aminothiazolines

  摘要：

  2-Aminothiazolines can exist in two tautomeric species, amino and imino forms, which can theoretically exist as two stereoisomers. Several methods and techniques have been used to evaluate tautomeric process, but in this case N-15 NMR spectroscopy was used due to tautomeric process involves two nitrogen atoms. In this paper, we present the synthesis and a HMBC H-1-N-15 study of four 2-substituted aminothiazolines. It was observed from HMBC contour plot correlation between five membered ring CH2 groups with sp(2) nitrogen around 250 ppm, while aliphatic hydrogen correlates with sp(3) nitrogen around 90 ppm, suggesting that amino form is the major or the unique tautomer present in solution. Theoretical calculations at the M06-2X/cc-pVDZ level were performed and indicated that amino tautomer is slightly more stable (similar to 1 kcal mol(-1)) than imino one. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2012.12.031