SYNTHESIS AND CHARACTERIZATION OF SOME NOVEL THIAZOLE, THIAZOLO[3,2-A]PYRIDINE AND THIAZOLO[3,2-A]-1,8-NAPHTHYRIDINE DERIVATIVES CONTAINING MORPHOLINE MOIETY | ||||
| Al-Azhar Bulletin of Science | ||||
| Article 1, Volume 2010, Issue 12, December 2010, Page 1-14 PDF (151.5 K) | ||||
| Document Type: Original Article | ||||
| DOI: 10.21608/absb.2010.7359 | ||||
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| Author | ||||
| GAMEEL A. EL-HAG-ALI | ||||
| Chemistry Department, Faculty of Science, Al-Azhar University, 11284 Nasr City, Cairo, Egypt | ||||
| Abstract | ||||
| One pot reaction of morpholin or piperidine , ethyl cyanoactate,and thioglycollic acid afforded the novel 2-(2-morpholino-2-oxo-ethylidene)-4-thiazolidinone and 2-(2-oxo-2-(piperidin-1-yl) ethylidene) thiazolidin-4-one (1a,b).Cyclization of (1a) with chloroacetonitrile and malononitrile afforded the novel thiazolidinone derivatives (2a,b).Refluxing of (1a) with o-chlorobenzaldehyde,and chloroacetonitrile furnished (3). Compound (1a) reactedwith aromatic aldehydes in refluxing ethanol affording 5-arylmethylidine-4-thiazolidinone (4a,b).4-Thiazolidinone derivative (4a) was cond-ensed with hydrazine hydrate to give (5). Thiazolo [3,2-a]pyridine and pyrano [2,3-d]thiazole derivatives (6,7) were produced through reaction of (4a,b,) witha mixture aromatic aldehyde and malononitrile. Compound (6) was reacted with ethyl isot-hiocynate and hydrazine hydrate to give the corresponding thiazolopyridine derivatives (8,9) .When compound (6) was treated with each of HCOOH, C6H5CO Cl,,and CS2 and malononitrile , the novel thiazolo [3,2-a]-1,8-naphthyridine derivati -ves (10-13) were obtained. | ||||
| Keywords | ||||
| Thiazolo[3, 2-a] pyridine; thiazolo[4, 5-c] pyrazole; and thiazolo[3, 2-a]-1, 8-naphtharyidine derivatives | ||||
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