4,5-di(benzylthio)-2-p-tolyloxazole | 405920-22-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,5-di(benzylthio)-2-p-tolyloxazole
• 英文别名: 4,5-bis(benzylsulfanyl)-2-(4-methylphenyl)-1,3-oxazole
• CAS: 405920-22-1
• 化学式: C₂₄H₂₁NOS₂
• 分子量: 403.569
• InChiKey: DOOQNDYKFLPCIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  76.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,5-di(benzylthio)-2-p-tolyloxazole 在 双氧水 、 溶剂黄146 作用下， 以 水 为溶剂， 以40%的产率得到4,5-Bis-phenylmethanesulfonyl-2-p-tolyl-oxazole
  参考文献：
  名称：

  摘要：

  In reaction of excess thiols with alpha -aryisulfonyl-substituted enamides containing two chlorine atoms in P-position to the amide moiety the chlorine atoms and the arylsulfonyl group attached to the C=C bond are replaced by alkylthio or arylthio groups. The sulfur-containing enamides obtained undergo cyclization when treated with phosphorus pentachloride or thionyl chloride to furnish 4,5-dimercaptooxazoles used for preparation of the corresponding disulfonyl derivatives. The latter were also obtained by treating in succession the N-(1-arylsulfonyl-2,2-dichloroethenyl)carboxamides with sodium hydrosulfide, then with alkyl halides, and hydrogen peroxide in acetic acid.

  DOI：

  10.1023/a:1013196415680
• 作为产物：
  描述：

  N-(1-Benzenesulfonyl-2,2-dichloro-vinyl)-4-methyl-benzamide 在 氯化亚砜 、 三乙胺 作用下， 以 乙醇 、 苯 为溶剂， 反应 3.0h， 生成 4,5-di(benzylthio)-2-p-tolyloxazole
  参考文献：
  名称：

  摘要：

  In reaction of excess thiols with alpha -aryisulfonyl-substituted enamides containing two chlorine atoms in P-position to the amide moiety the chlorine atoms and the arylsulfonyl group attached to the C=C bond are replaced by alkylthio or arylthio groups. The sulfur-containing enamides obtained undergo cyclization when treated with phosphorus pentachloride or thionyl chloride to furnish 4,5-dimercaptooxazoles used for preparation of the corresponding disulfonyl derivatives. The latter were also obtained by treating in succession the N-(1-arylsulfonyl-2,2-dichloroethenyl)carboxamides with sodium hydrosulfide, then with alkyl halides, and hydrogen peroxide in acetic acid.

  DOI：

  10.1023/a:1013196415680