5-[(4-Chlorophenyl)sulfanyl]-2-(4-methylphenyl)-1,3-oxazole-4-carboxylic acid | 1179387-19-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-[(4-Chlorophenyl)sulfanyl]-2-(4-methylphenyl)-1,3-oxazole-4-carboxylic acid
• 英文别名: 5-(4-chlorophenyl)sulfanyl-2-(4-methylphenyl)-1,3-oxazole-4-carboxylic acid
• CAS: 1179387-19-9
• 化学式: C₁₇H₁₂ClNO₃S
• 分子量: 345.806
• InChiKey: UHGHDFPWKQOPRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  88.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-[(4-Chlorophenyl)sulfanyl]-2-(4-methylphenyl)-1,3-oxazole-4-carboxylic acid 在 氯化亚砜 、 溶剂黄146 、 N,N-二甲基苯胺 作用下， 以 乙腈 、 苯 为溶剂， 反应 8.0h， 生成 Methyl 2-benzamido-2-[5-[5-(4-chlorophenyl)sulfanyl-2-(4-methylphenyl)-1,3-oxazol-4-yl]-1,3,4-oxadiazol-2-yl]acetate
  参考文献：
  名称：

  2-aryl-5-arylsulfanyl-1,3-oxazole-4-carboxylic acids and their derivatives

  摘要：

  A convenient preparative procedure has been developed for the synthesis of previously unknown 2-aryl- 5-arylsulfanyl-1,3-oxazole-4-carboxylic acids and their functional derivatives from accessible multicenter substrates of the general formula Cl(2)C=C(NHCOR)C(O)OMe. The products turned out to be suitable for various subsequent transformations. Some oxazole-4-carboxylic acid hydrazide derivatives containing a substituted oxazol-5-yl fragment at the N(2) atom in the hydrazine moiety underwent recyclization on heating in acetic acid; as a result, one oxazole ring was converted into 1,3,4-oxadiazole.

  DOI：

  10.1134/s1070363210070212
• 作为产物：
  描述：

  5-(4-Chloro-phenylsulfanyl)-2-p-tolyl-oxazole-4-carboxylic acid methyl ester 在 水 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以75%的产率得到5-[(4-Chlorophenyl)sulfanyl]-2-(4-methylphenyl)-1,3-oxazole-4-carboxylic acid
  参考文献：
  名称：

  2-aryl-5-arylsulfanyl-1,3-oxazole-4-carboxylic acids and their derivatives

  摘要：

  A convenient preparative procedure has been developed for the synthesis of previously unknown 2-aryl- 5-arylsulfanyl-1,3-oxazole-4-carboxylic acids and their functional derivatives from accessible multicenter substrates of the general formula Cl(2)C=C(NHCOR)C(O)OMe. The products turned out to be suitable for various subsequent transformations. Some oxazole-4-carboxylic acid hydrazide derivatives containing a substituted oxazol-5-yl fragment at the N(2) atom in the hydrazine moiety underwent recyclization on heating in acetic acid; as a result, one oxazole ring was converted into 1,3,4-oxadiazole.

  DOI：

  10.1134/s1070363210070212