2-dimethylamino-1-methyl-(1H)-quino[4,3-e]-1,2,4-thiadiazine 4,4-dioxide | 1254190-10-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-dimethylamino-1-methyl-(1H)-quino[4,3-e]-1,2,4-thiadiazine 4,4-dioxide
• 英文别名: N,N,1-trimethyl-4,4-dioxo-[1,2,4]thiadiazino[6,5-c]quinolin-2-amine
• CAS: 1254190-10-7
• 化学式: C₁₃H₁₄N₄O₂S
• 分子量: 290.346
• InChiKey: JVPKJIKMRCSZHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  74.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N,N,N'-trimethylguanidine sulfate 、 4-氯-3-喹啉磺酰氯 在 sodium hydroxide 作用下， 以 水 、 丙酮 为溶剂， 反应 2.5h， 以45%的产率得到2-dimethylamino-1-methyl-(1H)-quino[4,3-e]-1,2,4-thiadiazine 4,4-dioxide
  参考文献：
  名称：

  2-Methyl- and 2-Dimethylaminoquino[4,3-e]-1,2,4-thiadiazine 4,4-Dioxides – Synthesis, Structure and N-Methylation

  摘要：

  Reaction of 4-chloro-3-quinolinesulfonyl chloride (1) with acetamidine or with N,N-dimethyl- and N,N,N'-trimethylquanidine salts led directly or stepwise via 4-chloro-3-quinolinesulfonylguanidine (6a) to the title 2-substituted quino[4,3-e]-1,2,4-thiadiazine 4,4-dioxides (4, 7a, and 8). X-Ray studies proved that 2-methyl derivative 4 exists as the 1H-tautomer while 2-dimethylamino derivative 7a as the 6H-tautomer. Reaction of N-H derivatives 4 and 7a and the pyrido-1,2,4-thiadiazine analog ha with CH(3)I/CH(3)OK/DMF system proceeded at the pyridine-ring nitrogen and led to 6-methylquino derivatives 5 and 7b or the 7-methylpyrido derivative 11b, respectively, as concluded from 2D (1)H - (13)C NMR data.

  DOI：

  10.3987/com-10-11963

文献信息

• 2-Methyl- and 2-Dimethylaminoquino[4,3-e]-1,2,4-thiadiazine 4,4-Dioxides – Synthesis, Structure and N-Methylation
  作者：Andrzej Maślankiewicz、Elwira Chrobak、Michał Wlekliński、Joachim Kusz、Maciej Zubko、Andrzej Zięba

  DOI：10.3987/com-10-11963

  日期：——

  Reaction of 4-chloro-3-quinolinesulfonyl chloride (1) with acetamidine or with N,N-dimethyl- and N,N,N'-trimethylquanidine salts led directly or stepwise via 4-chloro-3-quinolinesulfonylguanidine (6a) to the title 2-substituted quino[4,3-e]-1,2,4-thiadiazine 4,4-dioxides (4, 7a, and 8). X-Ray studies proved that 2-methyl derivative 4 exists as the 1H-tautomer while 2-dimethylamino derivative 7a as the 6H-tautomer. Reaction of N-H derivatives 4 and 7a and the pyrido-1,2,4-thiadiazine analog ha with CH(3)I/CH(3)OK/DMF system proceeded at the pyridine-ring nitrogen and led to 6-methylquino derivatives 5 and 7b or the 7-methylpyrido derivative 11b, respectively, as concluded from 2D (1)H - (13)C NMR data.