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FROM 2,3-, 2,6-, 3,4- AND 4,6-DICHLOROQUINOLINES TO ISOMERIC CHLOROQUINOLINESULFONYL CHLORIDES

  作者 MARCINIEC KRZYSZTOF; MASLANKIEWICZ ANDRZEJ  
  选自 期刊  Heterocycles;  卷期  2010年81-2;  页码  305-316  
  关联知识点  
 

[摘要]The action of sodium methanethiolate (in boiling DMF) on x,y-dichloroquinolines (1) (x=3 or 6, y=2 or 4) occured via chlorine ipso-substitution followed by methanethiolato-S-demthylation to yield x,y-quinolinedithiolates 2A which were: i) subjected to S-methylation, ii) oxidatively chlorinated to y,y'-bis(x-chloro-x-quinolinesulfonyl chlorides (5). Oxidative chlorination of y,y'-bis(x-chloro quinolinyl) disulfides (7) led to x-chloro-y-quinolinesulfonyl chlorides (8) accompanied by x,y-dichloroquinolines (1). Both quinolinessulfonyl chlorides 5 and 8 were efficiently converted to the corresponding quinolinesulfonamides 6 and 9.

 
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