3-methoxy-7-methyl-(7H)-pyrido[4,3-e]-1,2,4-thiadiazine 1,1-dioxide | 1338227-69-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 3-methoxy-7-methyl-(7H)-pyrido[4,3-e]-1,2,4-thiadiazine 1,1-dioxide
• CAS: 1338227-69-2
• 化学式: C₈H₉N₃O₃S
• 分子量: 227.244
• InChiKey: YFIUCEHIVWWXEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.07
• 重原子数：
  15.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  71.33
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-methoxy-7-methyl-(7H)-pyrido[4,3-e]-1,2,4-thiadiazine 1,1-dioxide 在 三乙胺盐酸盐 、 二氯磷酸苯酯 、 二甲胺 作用下， 以 水 为溶剂， 反应 6.0h， 生成 3-dimethylamino-7-methyl-(7H)-pyrido[4,3-e]-1,2,4-thiadiazine 1,1-dioxide
  参考文献：
  名称：

  Pyrido- and Quino-1,2,4-thiadiazine S,S-Dioxides from Reactions of 4-Chloro-3-pyridinesulfonyl- and 4-Chloro-3-quinolinesulfonyl Chlorides with O-Methylisourea

  摘要：

  Reaction of 4-chloro-3- pyridine- (or quinoline)sulfonyl chlorides (1) or (6) with O-methylisourea led to 4-chloro-3-pyridinesulfonyl-O-methylisourea (2a) or its quinoline analog 2b, respectively. Compounds 2a and 2b underwent dehydrochlorination to the title methoxy-pyrido or quino[4,3-e]-1,2,4-thiadiazine S,S-dioxides (3 and 7). X-Ray studies proved that both methoxy derivatives (3 and 7) exist as gamma azine-NH-tautomers. Reaction of N-H derivatives 3 and 7 with CH3I/CH3OK/DMF system proceeded at the pyridine-ring nitrogen and led to 7-methylpyrido derivative 4a or the 6-methylquino derivative 8a, respectively. After treatment with PhOP(O)Cl-2 at 120-150 degrees C compounds 4a or 8a were converted to chloro derivatives 4b or 8b, respectively, which were then transformed to aminothiadiazines 5a,b,c or 9a,b,c.

  DOI：

  10.3987/com-11-12247
• 作为产物：
  描述：

  4-氯吡啶- 3 -磺酰氯 在 potassium methanolate 、 caesium carbonate 、 sodium hydroxide 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 39.0h， 生成 3-methoxy-7-methyl-(7H)-pyrido[4,3-e]-1,2,4-thiadiazine 1,1-dioxide
  参考文献：
  名称：

  Pyrido- and Quino-1,2,4-thiadiazine S,S-Dioxides from Reactions of 4-Chloro-3-pyridinesulfonyl- and 4-Chloro-3-quinolinesulfonyl Chlorides with O-Methylisourea

  摘要：

  Reaction of 4-chloro-3- pyridine- (or quinoline)sulfonyl chlorides (1) or (6) with O-methylisourea led to 4-chloro-3-pyridinesulfonyl-O-methylisourea (2a) or its quinoline analog 2b, respectively. Compounds 2a and 2b underwent dehydrochlorination to the title methoxy-pyrido or quino[4,3-e]-1,2,4-thiadiazine S,S-dioxides (3 and 7). X-Ray studies proved that both methoxy derivatives (3 and 7) exist as gamma azine-NH-tautomers. Reaction of N-H derivatives 3 and 7 with CH3I/CH3OK/DMF system proceeded at the pyridine-ring nitrogen and led to 7-methylpyrido derivative 4a or the 6-methylquino derivative 8a, respectively. After treatment with PhOP(O)Cl-2 at 120-150 degrees C compounds 4a or 8a were converted to chloro derivatives 4b or 8b, respectively, which were then transformed to aminothiadiazines 5a,b,c or 9a,b,c.

  DOI：

  10.3987/com-11-12247