Novel Synthesis of Some Phthalazinone Derivatives

作者:Mahmoud Mahmoud R; Abou Elmagd Wael S I*; Derbala Hamed A; Hekal Mohamed H
来源:Chinese Journal of Chemistry, 2011, 29(7): 1446-1450.
DOI:10.1002/cjoc.201180264

摘要

Dimethyl homophthalate condensed with isatin to give the unexpected five membered lactone 3 rather than the half ester 1 and the delta-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) AM(1) calculations, X-ray single crystal structure and complete spectral data.

  • 出版日期2011-7