Novel Synthesis of Some Phthalazinone Derivatives  

作　　者：Mahmoud, Mahmoud R. Abou-Elmagd, Wael S.I. Derbala, Hamed A. Hekal, Mohamed H. 

机构地区：[1]Chemistry Department, Faculty of Science, Ain Shams University, Abassia 11566, Cairo, Egypt

出　　处：《Chinese Journal of Chemistry》2011年第7期1446-1450,共5页中国化学（英文版）

摘　　要：Dimethyl homophthalate condensed with isatin to give the unexpected five membered lactone 3 rather than the half ester 1 and the β-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 carhohy- drazide 4 upon treatment with carbon disulphide afforded 1,3,4-oxadiazole derivative 5, which reacted with ethyl- chloroacetate to give the S-alkylated product 6. The structure of compound 3 compared with 2 was discussed using hyperchem professional （7） AM1 calculations, X-ray single crystal structure and complete spectral data.Dimethyl homophthalate condensed with isatin to give the unexpected five membered lactone 3 rather than the half ester 1 and the β-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 carhohy- drazide 4 upon treatment with carbon disulphide afforded 1,3,4-oxadiazole derivative 5, which reacted with ethyl- chloroacetate to give the S-alkylated product 6. The structure of compound 3 compared with 2 was discussed using hyperchem professional （7） AM1 calculations, X-ray single crystal structure and complete spectral data.

关 键 词：phthalazinone carbohydrazide OXADIAZOLE triazolo oxadiazole AMx calculation CONDENSATION 

分 类 号：O625.151[理学—有机化学] O626.4[理学—化学]