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Design, Synthesis, Characterization, and Antimicrobial Activity of Biginelli Products of Indandione
Author(s) -
Dabholkar Vijay V.,
Patil Sunil R.,
Pandey Rajesh V.
Publication year - 2012
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.860
Subject(s) - chemistry , thiourea , antimicrobial , pyrimidine , aldehyde , urea , catalysis , ethanol , bacteria , elemental analysis , organic chemistry , gram , proton nmr , nuclear chemistry , stereochemistry , biology , genetics
A simple and efficient method has been developed for the synthesis of 4‐(substituted phenyl)‐3,4‐dihydro‐1H‐indeno [1,2‐d] pyrimidine‐2,5‐dione (5) and 4‐(substituted phenyl)‐2‐thioxo‐1,2,3,4‐tetrahydroindeno [1,2‐d] pyrimidine‐5‐one (6) , by a one‐pot three component cyclocondensation reaction of 1,3 dicarbonyl compound (Indandione) (1) , aromatic aldehyde (2) , and urea/thiourea (3/4) using catalytic amount of conc. HCl in refluxing ethanol. Representative samples were screened for their antimicrobial activity against gram‐negative bacteria, E coli and Paeruginosa and gram‐positive bacteria, S aureus , and C diphtheriae using disc diffusion method. The structures of the products were confirmed by IR, 1 H, 13 C NMR, and elemental analysis.