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KMID : 0617319910010010032
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Journal of Pharmacetical Sceiences Ewha Womans University
1991 Volume.1 No. 1 p.32 ~ p.38
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Synthesis of -4,9-Dione Derivatives
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Abstract
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-4.9-dione derivatives were prepared from 2-chloro-3-(α-accetyl-α-ethoxycarbonyl-methyl)-1.4-naphthoquinone and 2-chloro-3-N-phenylamino-1.4-naphthoquinone.
2-Chloro-3-(α-acetyl-α-ethoxycarbonyl-methyl)-1.4-naphthoquinone was reacted with amines to give 2-amino-3-(α-acetyl-α-ethoxycarbonyl-methyl)-1.4-naphthoquinone derivatives. Subsequent treatment of 2-amino-3-(α-acetyl-α-ethoxycarbonyl-methyl)-1.4-naphthoyquinone with sodium ethoxide gave -4.9-dione derivatives.
When 2-chloro-3-N-phenylamino-1.4-naphthoquinone reacted with sodium α-cyano ethyl acetate, 2-amino-3-ethoxycarbonyl-N-phenyl--4.9-dione was obtained. However, with sodium diethyl malonate, not -4.9-dione but 2-chloro-3-bis-(methoxycarbonyl)-methyl-2H-3-N-phenylamino-1.4-naphthoquinone was obtained.
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