Methyl 2-(4-methylphenyl)-5-[(4-methylphenyl)sulfanyl]-1,3-oxazole-4-carboxylate | 1179466-76-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Methyl 2-(4-methylphenyl)-5-[(4-methylphenyl)sulfanyl]-1,3-oxazole-4-carboxylate
• 英文别名: methyl 2-(4-methylphenyl)-5-(4-methylphenyl)sulfanyl-1,3-oxazole-4-carboxylate
• CAS: 1179466-76-2
• 化学式: C₁₉H₁₇NO₃S
• 分子量: 339.415
• InChiKey: LUUCRFVDNHUZBX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  77.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 2-(4-methylphenyl)-5-[(4-methylphenyl)sulfanyl]-1,3-oxazole-4-carboxylate 在 水 、 双氧水 、 溶剂黄146 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 生成 2-(4-Methylphenyl)-5-(4-methylphenyl)sulfonyl-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
• 作为产物：
  描述：

  3,3-Dichloro-2-(4-methyl-benzoylamino)-acrylic acid methyl ester 、 4-甲苯硫酚 在 silver carbonate 作用下， 以65%的产率得到Methyl 2-(4-methylphenyl)-5-[(4-methylphenyl)sulfanyl]-1,3-oxazole-4-carboxylate
  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