Novel Synthesis of Some Phthalazinone Derivatives
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 phthalazino...
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| Veröffentlicht in: | Chinese journal of chemistry 2011-07, Vol.29 (7), p.1446-1450 |
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| container_title | Chinese journal of chemistry |
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| creator | Mahmoud, Mahmoud R. Abou-Elmagd, Wael S.I. Derbala, Hamed A. Hekal, Mohamed H |
| description | 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. |
| doi_str_mv | 10.1002/cjoc.201180264 |
| format | Article |
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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.</description><identifier>ISSN: 1001-604X</identifier><identifier>EISSN: 1614-7065</identifier><identifier>DOI: 10.1002/cjoc.201180264</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>AM1 calculation ; AM1计算 ; condensation ; Crystal structure ; hyperchem ; oxadiazole ; phthalazinone carbohydrazide ; triazolo oxadiazole ; 二氮杂 ; 二硫化碳 ; 单晶结构 ; 合成 ; 恶二唑衍生物 ; 萘衍生物</subject><ispartof>Chinese journal of chemistry, 2011-07, Vol.29 (7), p.1446-1450</ispartof><rights>Copyright © 2011 SIOC, CAS, Shanghai & WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>Copyright © 2011 SIOC, CAS, Shanghai & WILEY-VCH Verlag GmbH & Co. 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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.</description><subject>AM1 calculation</subject><subject>AM1计算</subject><subject>condensation</subject><subject>Crystal structure</subject><subject>hyperchem</subject><subject>oxadiazole</subject><subject>phthalazinone carbohydrazide</subject><subject>triazolo oxadiazole</subject><subject>二氮杂</subject><subject>二硫化碳</subject><subject>单晶结构</subject><subject>合成</subject><subject>恶二唑衍生物</subject><subject>萘衍生物</subject><issn>1001-604X</issn><issn>1614-7065</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><recordid>eNqFkM1PwjAYhxejiYhePc94Hrbr1o-jmYIaAhr8ipem61o2HCu0A8W_3pER4s3T-x6e5_29-XneOQQ9CEB4JWdG9kIAIQUhjg68DsQwCgjA8WGzAwADDKL3Y-_EuVnDExLijgdHZq1Kf7Kp6ly5wvlG-xMzV_5jXueiFD9FZSrl3yhbrEVdrJU79Y60KJ06282u99K_fU7uguF4cJ9cDwOJaJOL0pQKnFGaQkZ0KomGEVAI05giIkOoM4AihqIsJIApKUXGIhkrLTALdYYQ6nqX7d2FNcuVcjWfmZWtmkgOCcYUUEjihuq1lLTGOas0X9hiLuyGQ8C3tfBtLXxfSyOwVvgqSrX5h-bJwzj56watW7hafe9dYT85JojE_G004E80-ZigV8z7DX-xey431XRZVNO9gyhmDAGAfgHoBoAJ</recordid><startdate>201107</startdate><enddate>201107</enddate><creator>Mahmoud, Mahmoud R. 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| identifier | ISSN: 1001-604X |
| ispartof | Chinese journal of chemistry, 2011-07, Vol.29 (7), p.1446-1450 |
| issn | 1001-604X 1614-7065 |
| language | eng |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | AM1 calculation AM1计算 condensation Crystal structure hyperchem oxadiazole phthalazinone carbohydrazide triazolo oxadiazole 二氮杂 二硫化碳 单晶结构 合成 恶二唑衍生物 萘衍生物 |
| title | Novel Synthesis of Some Phthalazinone Derivatives |
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