CYANOACETANILIDES IN HETEROCYCLIC SYNTHESIS (PART IV): A CONVENIENT ONE-STEP SYNTHESIS OF 2-IMINO CHROMENE-3- CARBOXAMIDE, CHROMENONE, BENZOCHROMENE, CHROMENOCOUMARIN AND CHROMENOPYRIDINE DERIVATIVES FOR ANTIMICROBIAL EVALUATION | ||||
The International Conference on Chemical and Environmental Engineering | ||||
Article 3, Volume 3, 3rd International Conference On Chemical & Environmental Engineering, May 2006, Page 233-242 PDF (251.77 K) | ||||
Document Type: Original Article | ||||
DOI: 10.21608/iccee.2006.40998 | ||||
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Authors | ||||
El-Sharief A. M.1; El-Sehemi A. G.2; Aly M. M.1; Salem M. A.1; Mohamed Y. A.1; Ammar Y. A.1 | ||||
1Faculty of Science, Al-Azhar University. | ||||
2Chemistry Department, Teacher s Colleges, Abha Saudia. | ||||
Abstract | ||||
ABSTRACT Cyanoacetanilides (1a,b) were reacted with o-hydroxyaldehydes under different conditions. Thus, cyclocondensation of 1a,b with salicylaldehyde, 2-hydroxy-1- naphth-aldehyde and 7-hydroxy-5-methoxycoumarin-6-carboxaldehyde in ethanolic amm. acetate afforded the corresponding 2-iminochromene derivatives 3,7 and 9 respectively. On the other hand, repeating the same reaction in presence of Ac2O/AcONa, the corresponding chromen-2-one derivatives 4, 8 and 10 were obtained. Compounds 4,8 and 10 were also synthesized through the hydrolysis of 2- imino derivatives using EtOH/HCl. A number of chromeno[3,4-c]-pyridine derivatives 11,13,14 and 16 were prepared from the reaction of 2-iminochromenes with malononitrile, ethyl cyanoacetate, and cyanoacetanilide. Some of these compounds were screened in vitro for their antimicrobial activities. | ||||
Keywords | ||||
Chromenone; Benzochromene; Chromenocoumarin; Chromeno-pyridine; antimicrobial activity | ||||
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