methyl 5-methyl-2-(methylthio)-4-oxo-4,5-dihydrothiazole-5-carboxylate | 1011291-13-6

• 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: methyl 5-methyl-2-(methylthio)-4-oxo-4,5-dihydrothiazole-5-carboxylate
• 英文别名: Methyl 5-methyl-2-methylsulfanyl-4-oxo-1,3-thiazole-5-carboxylate
• CAS: 1011291-13-6
• 化学式: C₇H₉NO₃S₂
• 分子量: 219.285
• InChiKey: PYSVODZIHCJPAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  106
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  methyl 2-((4-methoxybenzyl)thio)-3-(bis(methylthio)methylideneamino)-2-methyl-3-oxopropanoate 在 三氟甲磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 19.0h， 以81%的产率得到methyl 5-methyl-2-(methylthio)-4-oxo-4,5-dihydrothiazole-5-carboxylate
  参考文献：
  名称：

  New Methods for the Synthesis of 2-Aminothiazolones

  摘要：

  [GRAPHICS]Two new methods for the synthesis of 2-aminothiazolones from 2-(4-methoxybenzylthio)acetic acids are described. A single reagent and simple experimental conditions are used in the key tandem deprotection-cyclization process. In the first approach 2-aminothiazolones are directly accessed via cyclization of the corresponding N-acylisothioureas. The second complementary approach provides access to a variety of 2-thiomethylthiazoiones via cyclization of N-acyldithioimidates. The product 2-thiomethylthiazol ones are then efficiently converted to 2-aminothiazolones via amine displacement.

  DOI：

  10.1021/jo702369f

文献信息

• New Methods for the Synthesis of 2-Aminothiazolones
  作者：Seb Caille、Eric A. Bercot、Sheng Cui、Margaret M. Faul

  DOI：10.1021/jo702369f

  日期：2008.3.1

  [GRAPHICS]Two new methods for the synthesis of 2-aminothiazolones from 2-(4-methoxybenzylthio)acetic acids are described. A single reagent and simple experimental conditions are used in the key tandem deprotection-cyclization process. In the first approach 2-aminothiazolones are directly accessed via cyclization of the corresponding N-acylisothioureas. The second complementary approach provides access to a variety of 2-thiomethylthiazoiones via cyclization of N-acyldithioimidates. The product 2-thiomethylthiazol ones are then efficiently converted to 2-aminothiazolones via amine displacement.