3-(4-benzhydryl-2-methylthiazol-5-yl)-N-phenylpropanamide | 1242073-00-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(4-benzhydryl-2-methylthiazol-5-yl)-N-phenylpropanamide
• 英文别名: 3-(4-benzhydryl-2-methyl-1,3-thiazol-5-yl)-N-phenylpropanamide
• CAS: 1242073-00-2
• 化学式: C₂₆H₂₄N₂OS
• 分子量: 412.555
• InChiKey: QGNYAEMBMZHRNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  70.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-hydroxy-N,6,6-triphenylhex-4-ynamide 、 硫代乙酰胺 在 对甲苯磺酸 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 3.0h， 以78%的产率得到3-(4-benzhydryl-2-methylthiazol-5-yl)-N-phenylpropanamide
  参考文献：
  名称：

  Brønsted Acid Catalyzed Cyclization of Propargylic Alcohols with Thioamides. Facile Synthesis of Di- and Trisubstituted Thiazoles

  摘要：

  A general and efficient method to prepare 2,4-di- and trisubstituted thiazoles via p-TsOH center dot H2O-catalyzed cyclization of trisubstituted propargylic alcohols with thioamides is described. The reaction was accomplished in moderate to excellent product yields under mild conditions that did not require the exclusion of air and moisture and offers an operationally simplistic and convenient route to this synthetically useful aromatic heterocycle.

  DOI：

  10.1021/jo101292r

文献信息

• Brønsted Acid Catalyzed Cyclization of Propargylic Alcohols with Thioamides. Facile Synthesis of Di- and Trisubstituted Thiazoles
  作者：Xiaoxiang Zhang、Wan Teng Teo、Sally、Philip Wai Hong Chan

  DOI：10.1021/jo101292r

  日期：2010.9.17

  A general and efficient method to prepare 2,4-di- and trisubstituted thiazoles via p-TsOH center dot H2O-catalyzed cyclization of trisubstituted propargylic alcohols with thioamides is described. The reaction was accomplished in moderate to excellent product yields under mild conditions that did not require the exclusion of air and moisture and offers an operationally simplistic and convenient route to this synthetically useful aromatic heterocycle.