Novel Synthesis of Some Phthalazinone Derivatives

Mahmoud, MR; Abou-Elmagd, WSI; Derbala, HA; Hekal, Mohamed;

Abstract


Dimethyl homophthalate condensed with isatin to give the unexpected five membered lactone 3 rather than the half ester 1 and the δ-lactone 2. Treatment of compound 3 with excess hydrazine hydrate afforded phthalazinone carbohydrazide 4 which represents a novel method for the synthesis of phthalazinone derivatives. The carbohydrazide 4 upon treatment with carbon disulphide afforded 1,3,4-oxadiazole derivative 5, which reacted with ethylchloroacetate to give the S-alkylated product 6. The structure of compound 3 compared with 2 was discussed using hyperchem professional (7) AM1calculations, X-ray single crystal structure and complete spectral data. Copyright © 2011 SIOC, CAS, Shanghai & WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.


Other data

Title Novel Synthesis of Some Phthalazinone Derivatives
Authors Mahmoud, MR ; Abou-Elmagd, WSI ; Derbala, HA ; Hekal, Mohamed 
Issue Date 2011
Publisher WILEY-BLACKWELL
Journal CHINESE JOURNAL OF CHEMISTRY 
DOI 1446
7
1450
https://api.elsevier.com/content/abstract/scopus_id/79960961022
29
10.1002/cjoc.201180264
Scopus ID 2-s2.0-79960961022
Web of science ID WOS:000293697500022

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