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Synthesis and antibacterial activity of isochromene and isoquinoline derivative
Author(s) -
Dabholkar Vijay V.,
Tripathi Dilip R.
Publication year - 2011
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.245
Subject(s) - chemistry , isoquinoline , benzoic acid , antimicrobial , elemental analysis , antibacterial activity , benzoin , carbon 13 nmr , bacteria , organic chemistry , medicinal chemistry , genetics , biology
Abstract Synthesis of 4‐thioureidobenzoic acid ( 2 ), which on cyclization with ethyl chloroacetate gave 4‐(2‐imino‐5‐oxothiazolidin‐3‐yl)‐benzoic acid ( 3 ), which on further reacting with benzoin ( 4 ) in the presence of polyphosphoric acid afforded the synthesis of 2‐imino‐3‐(‐1‐oxo‐3,4‐diphenyl‐1H‐isochromen‐6‐yl) thiazolidin‐5‐one ( 5 ). Compound 5 was then reacted with substituted anilines to give 6‐(2‐imino‐5‐oxothiazolidin‐3‐yl)‐3,4‐diphenyl‐2‐(substituted)‐isoquinolin‐1(2H)‐one (6). The structures of the compounds have been elucidated on the basis of IR 1HNMR, 13C NMR, and elemental analysis. Representative samples were screened for their antimicrobial activity against gram‐negative bacteria, E. coli and P. aeruginosa and gram‐positive bacteria, S. aureus , and C. diphtheriae using disc diffusion method. J. Heterocyclic Chem., (2011).