SYNTHESIS OF SOME NOVEL THIAZOLE, THIOPHENE, THIENOPYRIDINE AND THIENOPYRIMIDINE DERIVATIVES CONTAINING TOSYL MOIETY | ||
| Al-Azhar Bulletin of Science | ||
| Article 12, Volume 2009, Issue 6, June 2009, Pages 139-160 PDF (586.26 K) | ||
| Document Type: Original Article | ||
| DOI: 10.21608/absb.2009.7550 | ||
| Authors | ||
| S. A. HESSIEN* ; MONA S. KADAH; N. A. MARZOUK | ||
| Chemistry Department, Faculty of Science (girls), Al -Azhar University, Cairo, Egypt. | ||
| Abstract | ||
| Interaction of 4-aminoacetophenone (1) with p-tolyl sulphonamide afforded 1-[4-tosyl amino) phenyl]ethanone (2). Treatment of 2 with bromine water yielded 2-bromo-1-[4-tosyl amino) phenyl]ethanone (3), which reacted with thiourea to give 2-amino thiazole derivative (4). Compound 2 was condensed with phenyl acetaldehyde and malononitrile to give derivatives (5) and (7), which were respectively reacted with o-aminothiophenol and carbon disulfide to give derivatives (6) and (9). Reaction of 7 under Gewald reaction condition afforded the thiophen-3-carbonitrile derivative (11) which consequently reacted with 4-fluorobenzylidinemalononitrile, phenyl isothiocyanate to give compounds 12 and 15, respectively. The structures of these compounds were confirmed by infrared, mass and 1H-NMR spectra. The measurement of potential cytotoxicity for the compound 11 was tested and has exhibit anticancer of liver and breast. | ||
| Keywords | ||
| thiazole; THIOPHENE; THIENOPYRIDINE; THIENOPYRIMIDINE TOSYL MOIETY | ||
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