FIELD: chemistry.
SUBSTANCE: invention relates to a method for production of spinochrome D (2,3,5,6,8-pentahydroxy-1,4-naphthoquinone) - one of naphthoquinoid pigments of sea urchins, with high antioxidant and anti-radical activity and promising for application in cardiology and ophthalmology. The method includes 2,3-naphthazarin dichloride brominating under the action of bromine in carbon tetrachloride or dioxane dibromide in diethyl ether to obtain 6-bromo-2,3-naphthazarin dichloride, wherein haloid atoms are substituted with methoxy groups by the action of methanol, activated by cesium fluoride on the alumina surface to obtain 2,3,6-trimethoxynaftazarin, which is hydrolyzed to the desired product by boiling in concentrated hydrobromic acid for 30 minutes.
EFFECT: method allows to obtain the desired product with high yield using a simple and safe technology.
4 ex
| Title | Year | Author | Number |
|---|---|---|---|
| METHOD OF PRODUCING SPINOCHROME E | 2014 |
|
RU2561280C1 |
| METHOD OF PRODUCING 2,3,5,6,8-PENTAGHYDROXY-1,4-NAPHTHOQUINONE (SPINOCHROME D) AND INTERMEDIATE COMPOUNDS USED IN THIS METHOD | 2016 |
|
RU2632668C2 |
| METHOD OF SYNTHESIS OF SUBSTITUTED 2,3,5,8-TETRAHYDROXY-1,4-NAPHTHOQIONONES | 1990 |
|
RU2022959C1 |
| METHOD OF PRODUCING 6,7-SUBSTITUTED 2,3,5,8-TETRAHYDROXY-1,4-NAPHTHOQUINONES (SPINAZARINS) | 2012 |
|
RU2478607C1 |
| METHOD OF SYNTHESIS OF 2,5,8-TRIHYDROXY-6,7-DICHLORO-3-ETHYL-1,4-NAPHTHOQUINONE | 2001 |
|
RU2193550C1 |
| METHOD FOR PREPARING 5,8-DIHYDROXY-2,6,7-TRIMETHOXY-3-ETHYL-1,4-NAPHTHOQUINONE | 2005 |
|
RU2277083C1 |
| METHOD FOR PRODUCING 2,3,7-TRIOXYJUGLONE (SPINOCHROME B) | 2014 |
|
RU2568604C1 |
| WAY OF SPINOCHROME RECEPTION AND PROTEIN OF SEA URCHINS INTERACTING WITH POLYHYDROXYNAPHTOQUINONE | 2008 |
|
RU2362573C1 |
| METHOD FOR SYNTHESIS OF 2,3,6,7-TETRAHYDROXYNAPHTHAZARIN | 2009 |
|
RU2411939C1 |
| METHOD OF SYNTHESIS OF 5,8-DIHYDROXY-2,3,6-TRIMETHOXY-7-ETHYL-1,4-NAPHTHOQUINONE | 2001 |
|
RU2203265C2 |
