Sythesis of Some New Quinazolin-4-one Derivatives | ||||
| Egyptian Journal of Chemistry | ||||
| Article 1, Volume 54, Issue 4, August 2012, Page 411-422 PDF (302.2 K) | ||||
| DOI: 10.21608/ejchem.2011.1402 | ||||
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| Abstract | ||||
| TREATMENT of 3,4-dihydroquinazolin-4-one (2a) with P2S5 ……..yielded the corresponding thione 3 that treated with hydrazine/or 2-aminoethanol afforded quinazoline derivatives 4.The hydrazinoquinazoline 4b converted to (sulphahydryl and/or methyl) triazoloquinazoline via interaction with CS2 and Ac2O. On the other hand, compound 2a reacts with ethyl chloroacetate yielded the ester derivative 9 which converted to the corresponding hydrazide 10 via interaction with hydrazine hydrate. Its behavior of hydrazide 10 towards carbon electrophiles, e.g., thiophene-2-carboxaldehyde, furfural, piperonal, o-anisaldehyde, phthalic anhydride, ammonium thiocyanate, acetyl acetone, Ac2O and ethyl acetoacetate afforded compounds 11-16. Also, behavior of compound 2b towards carbon electrophiles, e.g. acetic anhydride and benzoyl chloride afforded 17. A moderate activity was observed with new quinazolinone compounds 4-10 which proved to possess marked activity against E. coli, S. aureus and C. albicans. The strong activity was observed with compounds 3,11-17. | ||||
| Keywords | ||||
| (3H) quinazolin 4one; 1; 3; 4 Oxadiazolequinazolinone; Phthali-mido; Furan; THIOPHENE; Pyrazoloquinazoline and 1; 2; 4-Triazole quinazoline | ||||
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