ethyl cyano(3,4-dihydro-4-thioxo-1,3-benzoxazin-3-ylidene)acetate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: ethyl cyano(3,4-dihydro-4-thioxo-1,3-benzoxazin-3-ylidene)acetate
• 英文别名: ethyl (2E)-2-cyano-2-(4-sulfanylidene-1,3-benzoxazin-2-ylidene)acetate
• 化学式: C₁₃H₁₀N₂O₃S
• 分子量: 274.3
• InChiKey: FHPPVILNHCCHEO-PKNBQFBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  103
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-羟基硫代苯甲酰胺 在 高氯酸 、 乙醇 、 三乙胺 作用下， 以 溶剂黄146 为溶剂， 反应 0.83h， 生成 ethyl cyano(3,4-dihydro-4-thioxo-1,3-benzoxazin-3-ylidene)acetate
  参考文献：
  名称：

  Ring Transformation Reactions Starting from 6-Imino-6H-1,3-thiazines

  摘要：

  Ring transformation reactions of 6-imino-6H-1,3-thiazines (4), 6-imino-6H-1,3-thiazine hydroperchlorates (3), respectively, are initiated under basic conditions by a ring opening of the thiazine nucleous. Two possibilities exist, either intramolecular elimination occurs to give acrylonitriles (5), or addition of a nucleophile (YH) results in the formation of substituted acrylthio-amides (6). The way by which stable products were formed depends on both the functionality of the thiazine, and the reaction conditions. The way 4-->5 produce 1,3-benzoxazines (8), or 1,2,4-dithiazoles (14), respectively. The way 4 --> 6 gives pyrimidinethiones (7), or 1,2-dithioles (17), respectively. Upon treatment of thiazine perchlorates (3) with alkylhalides under basic conditions, acrylonitriles (18) are formed by the way 4 --> 5. Compounds (18) can be transformed to 1,2,4-triazoles (19).

  DOI：

  10.3987/com-03-9852

文献信息

• Ring Transformation Reactions Starting from 6-Imino-6H-1,3-thiazines
  作者：Detlef Briel

  DOI：10.3987/com-03-9852

  日期：——

  Ring transformation reactions of 6-imino-6H-1,3-thiazines (4), 6-imino-6H-1,3-thiazine hydroperchlorates (3), respectively, are initiated under basic conditions by a ring opening of the thiazine nucleous. Two possibilities exist, either intramolecular elimination occurs to give acrylonitriles (5), or addition of a nucleophile (YH) results in the formation of substituted acrylthio-amides (6). The way by which stable products were formed depends on both the functionality of the thiazine, and the reaction conditions. The way 4-->5 produce 1,3-benzoxazines (8), or 1,2,4-dithiazoles (14), respectively. The way 4 --> 6 gives pyrimidinethiones (7), or 1,2-dithioles (17), respectively. Upon treatment of thiazine perchlorates (3) with alkylhalides under basic conditions, acrylonitriles (18) are formed by the way 4 --> 5. Compounds (18) can be transformed to 1,2,4-triazoles (19).