Synthesis of New dihydropyrimidinones catalysed by dicationic ionic

liquid

 

DHANAJI V JAWALE, UMESH R PRATAP, APARNA A MULAY, JYOTIRLING R MALI

and RAMRAO A MANE*

Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad 431 004, India

e-mail: manera2011@gmail.com

 

MS received 21 December 2010; accepted 17 May 2011

 

Abstract. A convenient multi step synthetic protocol for new dihydropyrimidinones bearing quinolynyl

methoxy phenyl moiety has been developed from 2-chloro-3-formyl quinolines. The last step is one-pot Biginelli

reaction of multicomponents, 4-((2-chloroquinolin-3-yl) methoxy) benzaldehydes, ethyl acetoacetate and

urea mediated and catalysed by dicationic ionic liquid (3-methyl-1-[3-(methyl-1H-imidazolium-1-yl) propyl]-

1H-imidazolium dibromide (C3 [min]2 2 [Br] )). Simple work-up procedures and moderate to good yields of

the pyrimidinones and the intermediates are the merits of the route.

 

s12039-011-0127-yflba.gif

Graphical Abstract. A convenient multistep synthetic protocol for new dihydropyrimidinones

bearing quinolynyl methoxy phenyl moiety has been developed from 2-chloro-

3-formyl quinolines.

Keywords. Dihydropyrimidinones; quinoline; dicationic ionic liquid; ethereal linkage; Biginelli reaction.