2-[(3-methylphenyl)imino]-2,3-dihydrobenzo[e][1,3]-thiazin-4-one

• 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: 2-[(3-methylphenyl)imino]-2,3-dihydrobenzo[e][1,3]-thiazin-4-one
• 英文别名: 2-(3-Methylanilino)-1,3-benzothiazin-4-one
• 化学式: C₁₅H₁₂N₂OS
• 分子量: 268.339
• InChiKey: HORPNOIWPUGBLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[(3-methylphenyl)imino]-2,3-dihydrobenzo[e][1,3]-thiazin-4-one 、 氯乙腈 在 sodium methylate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 以72%的产率得到(Z)-2-{2-[(3-methylphenyl)imino]-4-oxo-2H-benzo[e]-[1,3]thiazin-3(4H)-yl}acetonitrile
  参考文献：
  名称：

  Alkylation of 1,3-benzothiazin-4-one 2-oxo-, 2-arylimino-, and 2-thioxo derivatives

  摘要：

  Sodium salt of 3De -benzo[e][1,3]thiazine-2,4-dione is easily alkylated at position 3. In the case of 2-(arylimino)-2,3-dihydrobenzo[e][1,3]-thiazin-4-ones, the alkylation reaction at this position occurs regioselectively. Alkylation of 2-thioxo-2,3-dihydrobenzo[e][1,3]thiazin-4-one under the same conditions produced regioisomers, but S-alkylation at the exocyclic sulfur atom occurred in the presence of triethylamine. The reaction of 1-(4-oxo-3,4-dihydrobenzo[e][1,3]thiazin-2-ylidene)guanidine with methyl anthranilate led to the formation of tetracyclic quinazolinD3/4[2,1-b]quinazolinedione.

  DOI：

  10.1007/s10593-015-1709-2
• 作为产物：
  描述：

  硫代水杨酸 在 盐酸 作用下， 以 水 为溶剂， 反应 1.25h， 生成 2-[(3-methylphenyl)imino]-2,3-dihydrobenzo[e][1,3]-thiazin-4-one
  参考文献：
  名称：

  Alkylation of 1,3-benzothiazin-4-one 2-oxo-, 2-arylimino-, and 2-thioxo derivatives

  摘要：

  Sodium salt of 3De -benzo[e][1,3]thiazine-2,4-dione is easily alkylated at position 3. In the case of 2-(arylimino)-2,3-dihydrobenzo[e][1,3]-thiazin-4-ones, the alkylation reaction at this position occurs regioselectively. Alkylation of 2-thioxo-2,3-dihydrobenzo[e][1,3]thiazin-4-one under the same conditions produced regioisomers, but S-alkylation at the exocyclic sulfur atom occurred in the presence of triethylamine. The reaction of 1-(4-oxo-3,4-dihydrobenzo[e][1,3]thiazin-2-ylidene)guanidine with methyl anthranilate led to the formation of tetracyclic quinazolinD3/4[2,1-b]quinazolinedione.

  DOI：

  10.1007/s10593-015-1709-2