N-(4-methoxyphenyl)-3-methyl-5-methylsulfanyl-1,2-oxazole-4-carboxamide | 1201954-02-0

• 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: N-(4-methoxyphenyl)-3-methyl-5-methylsulfanyl-1,2-oxazole-4-carboxamide
• CAS: 1201954-02-0
• 化学式: C₁₃H₁₄N₂O₃S
• 分子量: 278.332
• InChiKey: GZUKARQPPPXKNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  89.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(4-methoxyphenyl)-3-methyl-5-methylsulfanyl-1,2-oxazole-4-carboxamide 在 sodium perborate 作用下， 以 水 为溶剂， 反应 1.0h， 以93%的产率得到N-(4-methoxyphenyl)-3-methyl-5-methylsulfonyl-1,2-oxazole-4-carboxamide
  参考文献：
  名称：

  Water Mediated Construction of Trisubstituted Pyrazoles/Isoxazoles Library Using Ketene Dithioacetals

  摘要：

  A small molecule library of alkyl, sulfone, and carboxamide functionalized pyrazoles and isoxazoles has been developed via a rapid sequential condensation of various alpha-acylketene dithioacetals (1a-o) with hydrazine hydrate or hydroxylamine hydrochloride, followed by oxidation of sulfide to sulfone using water as the reaction medium. An efficient and safe oxidation of sulfides (4/5a-o) to the corresponding sulfones (6/7a-o) using sodium per borate system in aqueous medium is reported. The concise and two step synthesis of trisubstituted pyrazoles and isoxazoles was investigated under variety of reaction condition. The newly developed methodology has the advantage of excellent yield and chemical purity with short reaction time using water as a solvent.

  DOI：

  10.1021/cc900148q
• 作为产物：
  描述：

  2-(bis(methylthio)methylene)-N-(4-methoxyphenyl)-3-oxobutanamide 在 盐酸羟胺 、 potassium hydroxide 作用下， 以 水 为溶剂， 反应 3.0h， 以92%的产率得到N-(4-methoxyphenyl)-3-methyl-5-methylsulfanyl-1,2-oxazole-4-carboxamide
  参考文献：
  名称：

  Water Mediated Construction of Trisubstituted Pyrazoles/Isoxazoles Library Using Ketene Dithioacetals

  摘要：

  A small molecule library of alkyl, sulfone, and carboxamide functionalized pyrazoles and isoxazoles has been developed via a rapid sequential condensation of various alpha-acylketene dithioacetals (1a-o) with hydrazine hydrate or hydroxylamine hydrochloride, followed by oxidation of sulfide to sulfone using water as the reaction medium. An efficient and safe oxidation of sulfides (4/5a-o) to the corresponding sulfones (6/7a-o) using sodium per borate system in aqueous medium is reported. The concise and two step synthesis of trisubstituted pyrazoles and isoxazoles was investigated under variety of reaction condition. The newly developed methodology has the advantage of excellent yield and chemical purity with short reaction time using water as a solvent.

  DOI：

  10.1021/cc900148q

文献信息

• Water Mediated Construction of Trisubstituted Pyrazoles/Isoxazoles Library Using Ketene Dithioacetals
  作者：Mahesh M. Savant、Akshay M. Pansuriya、Chirag V. Bhuva、Naval Kapuriya、Anil S. Patel、Vipul B. Audichya、Piyush V. Pipaliya、Yogesh T. Naliapara

  DOI：10.1021/cc900148q

  日期：2010.1.11

  A small molecule library of alkyl, sulfone, and carboxamide functionalized pyrazoles and isoxazoles has been developed via a rapid sequential condensation of various alpha-acylketene dithioacetals (1a-o) with hydrazine hydrate or hydroxylamine hydrochloride, followed by oxidation of sulfide to sulfone using water as the reaction medium. An efficient and safe oxidation of sulfides (4/5a-o) to the corresponding sulfones (6/7a-o) using sodium per borate system in aqueous medium is reported. The concise and two step synthesis of trisubstituted pyrazoles and isoxazoles was investigated under variety of reaction condition. The newly developed methodology has the advantage of excellent yield and chemical purity with short reaction time using water as a solvent.