4-chloro-3-quinolinesulfonamide | 157494-10-5

• 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: 4-chloro-3-quinolinesulfonamide
• 英文别名: 4-Chloroquinoline-3-sulfonamide
• CAS: 157494-10-5
• 化学式: C₉H₇ClN₂O₂S
• 分子量: 242.686
• InChiKey: GRSLAVPAVCFWPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  81.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-chloro-3-quinolinesulfonamide 在 水 作用下， 反应 21.0h， 生成 1-ethyl-1,4-dihydro-4-oxo-3-quinolinesulfonamide
  参考文献：
  名称：

  The Preparation of 1-Nonsubstituted and 1-Methyl- (and Ethyl)-1,4-dihydro-4-oxo- 3-quinolinesulfonamides from 4-Chloro-3-quinolinesulfonamides

  摘要：

  DOI：

  10.3987/com-97-7887
• 作为产物：
  描述：

  1,4-dithiino[2,3-c:5,6-c']diquinoline 在 ammonium hydroxide 、 氯 、 溶剂黄146 作用下， 以 氯仿 、 水 为溶剂， 反应 0.5h， 生成 4-chloro-3-quinolinesulfonamide
  参考文献：
  名称：

  Synthesis and Amination of 4-Chloro-3-quinolinesulfonyl Chloride

  摘要：

  Chlorinolysis of 4-chloro-3-benzylthioquinoline (2) or thioquinanthrene (1) using chlorine gas in the presence of water gave 4-chloro-3-quinolinesulfonyl chloride (3). Amination of (3) performed in ether led to 4-chloro-3-quinolinesulfonamides (4). Reactions of compound (3) with an excess of primary or secondary amine in two phase (water/toluene or benzene) system gave 4-(substituted amino)-3-quinolinesulfonamides (5) with two identical amine rests. While 4-chloro-3-quinolinesulfonamides (4) were aminated with an excess of amine into aminosulfonamides (5) with two identical or two various amine rests.

  DOI：

  10.3987/com-94-6683

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.
• Malankiewicz Andrzej, Skrzypek Leszek, Heterocycles, 38 (1994) N 6, S 1317-1331
  作者：Malankiewicz Andrzej, Skrzypek Leszek

  DOI：——

  日期：——
• A Synthesis and Reactivity of 1,4-Dihydro-4-thioxo-3-quinolinesulfonamides
  作者：Leszek Skrzypek

  DOI：10.3987/com-04-10270

  日期：——

  4-Chloro-3-quinolinesulfonamides (1) were transformed to 1,4-dihydro-4-thioxo-3-quinolinesulfonamides (2) which methylation gave 4-methylthio-3-quinolinesulfonamides (3). Oxidation of sulfonamides (2) with hydrogen peroxide provided 1,4-dihydro-4-oxo-3-quinolinesulfonamides (4).