4-tosyl-5-chloro-1,3-thiazole-2-carbonitrile | 1221497-49-9

• 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: 4-tosyl-5-chloro-1,3-thiazole-2-carbonitrile
• 英文别名: 5-chloro-4-(4-methylphenyl)sulfonyl-1,3-thiazole-2-carbonitrile
• CAS: 1221497-49-9
• 化学式: C₁₁H₇ClN₂O₂S₂
• 分子量: 298.774
• InChiKey: YUUKLUZPGZFUQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  甲醇 、 4-tosyl-5-chloro-1,3-thiazole-2-carbonitrile 在 三乙胺 作用下， 反应 5.0h， 以73%的产率得到methyl 4-tosyl-5-chloro-1,3-thiazole-2-imidocarboxylate
  参考文献：
  名称：

  Synthesis of 4-tosyl-5-chloro-1,3-thiazole-2-carbonitrile and its transformations

  摘要：

  Reaction of the available 1-tosyl-2,2-dichloroethenyl isothiocyanate with sodium cyanide yields new clearly electrophilic substrate of thiazole nature containing the nitrile group, the tosyl residue, and the chlorine atom at C(2), C(4), and C(5) respectively. The direction of the reaction of this substrate with nucleophile depends significantly on the nature of the latter. It was used in regioselective syntheses of a series of the unknown previously trifunctional thiazoles.

  DOI：

  10.1134/s1070363210010159
• 作为产物：
  描述：

  sodium cyanide 、 2,2-dichloro-1-p-tolylsulfonylethenyl isothiocyanate 以 丙酮 为溶剂， 反应 24.0h， 以87%的产率得到4-tosyl-5-chloro-1,3-thiazole-2-carbonitrile
  参考文献：
  名称：

  Synthesis of 4-tosyl-5-chloro-1,3-thiazole-2-carbonitrile and its transformations

  摘要：

  Reaction of the available 1-tosyl-2,2-dichloroethenyl isothiocyanate with sodium cyanide yields new clearly electrophilic substrate of thiazole nature containing the nitrile group, the tosyl residue, and the chlorine atom at C(2), C(4), and C(5) respectively. The direction of the reaction of this substrate with nucleophile depends significantly on the nature of the latter. It was used in regioselective syntheses of a series of the unknown previously trifunctional thiazoles.

  DOI：

  10.1134/s1070363210010159