Utility of 4-(4-Bromophenyl)-4-oxo-but-2-enoic Acid in Synthesis of Some Important Heterocyclic Compounds | ||||
| Egyptian Journal of Chemistry | ||||
| Article 1, Volume 55, Issue 1, February 2012, Page 1-13 PDF (272.97 K) | ||||
| DOI: 10.21608/ejchem.2012.1127 | ||||
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| Abstract | ||||
| THE PRESENT work deals with the generation and synthesis of different heterocycles via the treatment of 3-(4-bromobenzoyl) prop-2-enoic acid (1) with thiourea, ethylcyanoacetate malononitrile & acetylacetone in presence of amm.acetate and / or piperidine , 2-amino-5-phthalimidomethy l1,3,4-thiadiazole, methyl thioglycolate 4-bromoaniline and ethylacetoacetate to afford Michael and aza-Michael adduct that cyclized by hydroxyl amine and hydrazine hydrate, respectively. Additionally, utility of 2-(2-amino-5-phthalimidomethyl 1,3,4-thiadiazol-2-yl)-4-(4-bromophenyl)-4-oxo-butanoic acid (4) as a key starting material to synthesize some important heterocycles include fused oxoimidazolo [2,3-b]-1,3,4-thiadiazole. | ||||
| Keywords | ||||
| 4-Bromophenyl-4-oxo-2-butenoic acid; Pyridine; Pyrimidine; Phthalazinhydrazone; Benzisoxazolone; Phthalimide; Thiadiazole imidazolothiadiazole and Pyridazinone | ||||
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