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Synthesis and antibacterial activity of isochromene and isoquinoline derivative

✍ Scribed by Vijay V. Dabholkar; Dilip R. Tripathi

Publisher
Journal of Heterocyclic Chemistry
Year
2011
Tongue
English
Weight
117 KB
Volume
48
Category
Article
ISSN
0022-152X

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✦ Synopsis

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.

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