FIELD: chemistry.
SUBSTANCE: invention relates to a method of producing spinochrome E (2,3,5,6,7,8-hexahydroxy-1,4-naphthoquinone) - one of the naphthoquinoid pigments of sea urchins, having high antioxidant and antiradical activity and potential for use in cardiology and ophthalmology. The source compound used in the present method is naphthazarin or 2,3-dichloronaphthazarin, which is chlorinated under the action of chlorine obtained in situ by oxidising hydrochloric acid with active manganese dioxide in glacial acetic acid; in the formed 2,3,6,7-tetrachloronaphthazarin, all chlorine atoms are substituted with methoxy groups under the action of methanol which is activated with caesium fluoride on an aluminium oxide surface, and the obtained 2,3,6,7-tetramethoxynaphthazarin is hydrolysed into the end product by boiling in concentrated hydrobromic acid for 10-15 min.
EFFECT: method enables to obtain the end product with high output using a simple and safe technique.
2 ex
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Authors
Dates
2015-08-27—Published
2014-07-30—Filed