3-(4-methyl-4,5-dihydrothiazol-2-ylamino)benzonitrile | 1157027-10-5

• 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-methyl-4,5-dihydrothiazol-2-ylamino)benzonitrile
• 英文别名: 3-[(4-Methyl-4,5-dihydro-1,3-thiazol-2-yl)amino]benzonitrile
• CAS: 1157027-10-5
• 化学式: C₁₁H₁₁N₃S
• 分子量: 217.294
• InChiKey: GHPIKSOHMUKWRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  73.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(3-cyanophenyl)-3-(1-hydroxypropan-2-yl)thiourea 在 N,N'-硫羰基二咪唑 作用下， 以 四氢呋喃 为溶剂， 以54%的产率得到3-(4-methyl-4,5-dihydrothiazol-2-ylamino)benzonitrile
  参考文献：
  名称：

  A Selective and Convenient Method for the Synthesis of 2-Phenylaminothiazolines

  摘要：

  A series of 2-phenylaminothiazolines have been prepared from the corresponding N-(2-hydroxyethyl)-N'-phenylthioureas under mild reaction conditions using either thio-CDI (1,1'-thiocarbonyldiimidazole) or CDI (1,1'-carbonyldiimidazole) to promote the cyclization. This protocol provides the desired cyclization products in good yield with excellent selectivity. The scope and selectivity of this methodology are also described.

  DOI：

  10.1021/ol102428m

文献信息

• A Selective and Convenient Method for the Synthesis of 2-Phenylaminothiazolines
  作者：April L. Bernacki、Lingyang Zhu、D. David Hennings

  DOI：10.1021/ol102428m

  日期：2010.12.3

  A series of 2-phenylaminothiazolines have been prepared from the corresponding N-(2-hydroxyethyl)-N'-phenylthioureas under mild reaction conditions using either thio-CDI (1,1'-thiocarbonyldiimidazole) or CDI (1,1'-carbonyldiimidazole) to promote the cyclization. This protocol provides the desired cyclization products in good yield with excellent selectivity. The scope and selectivity of this methodology are also described.