3, 4-dihydronaphthalen-2(1H)-one on condensation with p-tolualdehyde gives 1-benzylidene derivative which on reaction with thiourea yields 1-p-tolyl-1,2,5,6- tetrahydrobenzo[f]quinazoline-3(4H)-thione (2). The thione 2 on reaction with chloroacetic acid and 3-chloropropionic acid furnishes compounds 3, 4 and not their other possible isomers, 6 and 7 respectively. The cyclised product 3 on reaction with aromatic aldehydes produces arylidene thiazolidinones, 5 which can also be obtained directly from 2. Compounds 3 and 4 represent a novel heterocyclic system. The structural assignments of 3, 4 and 5 are based on elemental analysis, 1H NMR, IR and mass spectral data. The compounds (3-5) were screened for antimicrobial activity and showed promising inhibition of S.aureus, C.diphtheriae, P.aeruginosa and E. coli bacteria.
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