3-(4-methylphenyl)-1,4-benzothiazin-2-one | 1275595-24-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: 3-(4-methylphenyl)-1,4-benzothiazin-2-one
• 英文别名: 3-(4-Methylphenyl)-3,4-dihydro-1,4-benzothiazin-2-one；3-(4-methylphenyl)-3,4-dihydro-1,4-benzothiazin-2-one
• CAS: 1275595-24-8
• 化学式: C₁₅H₁₃NOS
• 分子量: 255.34
• InChiKey: CEBPHUBJZOUAQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-p-Tolyl-oxirane-2,2-dicarbonitrile 、 2-氨基苯硫醇盐酸盐 以 乙腈 为溶剂， 反应 3.0h， 以78%的产率得到3-(4-methylphenyl)-1,4-benzothiazin-2-one
  参考文献：
  名称：

  Regio-Controlled Synthesis of 1,4-Benzothiazinones

  摘要：

  Regio-controlled cyclization of gem-dicyanoepoxides with 2-aminothiophenol and its hydrochloride to form 1,4-benzothiazine-2-one or 3-one is described. The cyclization is highly regioselective and the reaction of the epoxides with 2-aminothiophenol under neutral reaction condition gave 1,4-benzothiazine-2-one as a sole cyclized product, whereas that with hydrochloride of 2-aminothiophenol afforded 1,4-benzothiazine-3-one predominantly. The regioselectivity resulted from the reaction condition is discussed.

  DOI：

  10.3987/com-10-12096

文献信息

• Regio-Controlled Synthesis of 1,4-Benzothiazinones
  作者：Abdelaziz Souizi、Touria Ghailane、Mohammed Saadouni、Said Boukhris、Nouzha Habbadi、Amina Hassikou、Abdelali Kerbal、Bernard Garrigues

  DOI：10.3987/com-10-12096

  日期：——

  Regio-controlled cyclization of gem-dicyanoepoxides with 2-aminothiophenol and its hydrochloride to form 1,4-benzothiazine-2-one or 3-one is described. The cyclization is highly regioselective and the reaction of the epoxides with 2-aminothiophenol under neutral reaction condition gave 1,4-benzothiazine-2-one as a sole cyclized product, whereas that with hydrochloride of 2-aminothiophenol afforded 1,4-benzothiazine-3-one predominantly. The regioselectivity resulted from the reaction condition is discussed.