BIS-ISOTHIOCYANATES IN HETEROCYCLIC SYNTHESIS: SYNTHESIS OF BIS 4-THIAZOLIDINONES, BIS THIAZOLES, AND BIS 4-AMINO-THIAZOLE DERIVATIVES | ||
Al-Azhar Bulletin of Science | ||
Article 5, Volume 2011, Issue 6, June 2011, Pages 69-84 PDF (521.46 K) | ||
Document Type: Original Article | ||
DOI: 10.21608/absb.2011.7177 | ||
Author | ||
HAMDY KH. THABET* | ||
Chemistry Department, Faculty of Science, Al-Azhar University, 11284 Nasr City, Cairo, Egypt. | ||
Abstract | ||
Bis 2-thioxo-4-thiazolidinones (5a,b) were achieved by cyclocondensation of bis-isothiocyanates (3a,b) with sulfanylacetic acid at reflux temperature. Compounds (5a-c) were exploited to synthesize the versatile hitherto unknown bis(2-thioxo-4-thiazolidinone) deriva-tives (8, 9, 11, 12 & 16) via its reaction with some electrophiles. Reaction of bis ammonium dithiocarbamate derivatives [2b, (2a,c)] with chloroacetone, 4-nitrophenacyl bromide and 3-(2-bromoacetyl)-2H-chromene-2-one gave the corresponding bis thiazoles [18, (23a,b), 24], respectively, whereas, reaction of 2a,b with chloroacetonitrile gives bis (4-aminothiazoles) 21a,b. The synthesized compounds were characterized by IR, 1HNMR and mass spectral studies. | ||
Keywords | ||
Bis-isothiocyanates; bis 4-thiazolidinones; bis thiazoles; bis 4-aminothiazole derivatives | ||
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