Derivatives of 1-(3-methoxy-4-acetoxyphenyl)-2,6-dicarbethoxy-cyclohexanedione-3,5
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Authors
Adrian, M. Adrienne, S.S.N.D.
Adrian, M. Adrienne
Issue Date
1949 , 1949
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Type
Thesis
Thesis
Thesis
Language
en_US
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Abstract
Papadakis has synthesized the following substances: 1-(p-Acetoxyphenyl)-2,6-dicarbethoxy-cyclohexanedione-3,5 (I), 4-Hydroxphenyl-cyclohexanedione-3,5 (II), l-(p-Acetoxyphenyl)-2,6-dicarbethoxy-4-carbethoxymethyl-cyclohexanedione-3,5 (III), which are good starting materials for the further synthesis of substitutes for cardiac glycosides (IV) and hormones because they have the necessary functional groups in proper locations.|Papadakis and Scigliano have also synthesized 1-(3-Methoxy-4-acetoxyphenyl)-2,6-dioarbethoxy-cyclohexane- dione-3,5 (VII). They reacted vanillin with diethyl malonate to form Ethyl- (3-Methoxy-4-hydroxy)-benzalmalonate (v). (V) was acetylated to form Ethyl-(3-Methoxy-4-acetoxy)-benzalmalonate (V). (V) was reacted with acetoacetic ester and sodium ethoxide to give (VII). The object of this investigation is to prepare derivatives of (VII) which may be of physiological importance. In this research the preparation of a dye and a sulfone gives a beginning to further research in the two fields of dyes and sulfones. It is known that some dyes are of pharmaceutical as well as industrial importance, such as prontosil. Lately sulfones have attracted more attention since 4,4'-diamino-diphenylsulfone has been shown to have effect against tuberculosis and leprosy.
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Creighton University
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Identifier
RAL Thesis 1949 A37