N-(4-chloro-3-quinolinesulfonyl)-N',N'-dimethylguanidine | 1254190-07-2

• 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: N-(4-chloro-3-quinolinesulfonyl)-N',N'-dimethylguanidine
• CAS: 1254190-07-2
• 化学式: C₁₂H₁₃ClN₄O₂S
• 分子量: 312.78
• InChiKey: MIUVMYMQDAWRAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.45
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  88.65
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-(4-chloro-3-quinolinesulfonyl)-N',N'-dimethylguanidine 在 氯化铵 作用下， 以 苯酚 为溶剂， 反应 2.0h， 以73%的产率得到2-dimethylamino-(6H)-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
• 作为产物：
  描述：

  1,1-二甲基硫酸胍 、 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72%的产率得到N-(4-chloro-3-quinolinesulfonyl)-N',N'-dimethylguanidine
  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