2-<(Dimethylamino)methyl>-4-exomethylenethiazoline epoxide | 140176-75-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 2-<(Dimethylamino)methyl>-4-exomethylenethiazoline epoxide
• 英文别名: N,N-dimethyl-1-(1-oxa-5-thia-7-azaspiro[2.4]hept-6-en-6-yl)methanamine
• CAS: 140176-75-6
• 化学式: C₇H₁₂N₂OS
• 分子量: 172.251
• InChiKey: XJCFNJLUNZPLBD-UHFFFAOYSA-N

物化性质

• 沸点：
  254.8±35.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  53.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-(氯甲基)-2-[(二甲氨基)甲基]-5H-1,3-噻唑-4-醇 在 sodium 作用下， 以 氘代甲苯 为溶剂， 反应 1.0h， 生成 2-二甲胺基甲基-4-羟甲基噻唑 、 2-<(Dimethylamino)methyl>-4-exomethylenethiazoline epoxide
  参考文献：
  名称：

  Spectroscopic evidence for a spirooxirane intermediate in the synthesis of 4-(hydroxymethyl)-2-[(dimethylamino)methyl]thiazole

  摘要：

  The synthesis of 4-(hydroxymethyl)thiazole derivatives from the corresponding 4-(chloromethyl)-4-Hydroxythiazole derivatives have been speculated to proceed through spirooxirane intermediates. NMR spectroscopy was used to provide evidence for the existence of such an intermediate in the synthesis of 4-(hydroxy-methyl)-2-[(dimethylamino)methyl]thiazole. Experimental conditions for the optimum formation and stabilization of a suspect intermediate were determined and spectral data obtained to support the speculated structure. Comparisons were made between couplings constants predicted in molecular models and the experimental data.

  DOI：

  10.1021/jo00036a022