SU218910A1 - Method for preparing anthraquinone derivatives - Google Patents

Description

The invention can be used to obtain intermediate npoj yKTOBs used for direct dyeing of fibrous fibers or the synthesis of azo and other active anthraquinone K1) antennas.

The proposed method of producing anthraquinone derivatives containing sulfo groups in the para-position to the amino, alkylamino or cycloalkylamino groups consists in introducing the corresponding anthraquinone di- and polysulfonic acids containing two (or more) sulfo groups in the parapositive one to the other, into the reaction with ammonia or amine at a temperature of 95-200 ° C.

Example. 0.5 t of sodium salt of 1.4 anthraquinone disulfonic acid and 6 ml of a 10% aqueous solution of ammonium formate are heated under pressure at 200 ° C for 10 hours. Then the contents are cooled and poured into 15 ml of a 26% solution of z.ly chloride. After 24 hours, the precipitate is filtered off, drained and dried.

Found,%: N, 3.90, 3.88; S 9.11 9.25.

Ci4H8KNO5S.

aminoanthraquinone, and after diazotizing and reduction of diazo compounds by ginophosphite 1, anthraquinone sulfonic acid.

Example 2. 2 g of sodium salt 1,4,5,8 anthraquinotetrasulfonic acid and 30 ml of 10% -Hoio mouse ammonium formate solution is heated under pressure at 140 ° C for 10 hours. The contents are then poured into 20 ml of water and south of the chloride is added; after 24 hours, the precipitate is filtered and dried. 1.1 g of 1 - aminoanthraquinone 4, 5.8 - trisulfonic acid are obtained. The product contains aminoanthraquinone disulfonic acid impurities.

Found,% N 2.45, 2.67; S 16.16, 15.93.

Ci4H3K3NO ,, S3

Calculated% N 2.42; S 16.65. 1 - aminoanthraquinone - 4, 5, 8 - trsulfonic acid when heated with dilute hydrochloric acid gives I - aminoanthraquinone diosulfonic acid, and after diazotization and reduction of the diazo compound by hypophosphite 1,4, 5 - anthraxenne sulfonic acid with an admixture of 1.5 and 1.8 disulfonic acids.

at 115-120 ° C. After aging, the contents are filtered, squeezed and dried.

Obtain 0.52 g (89% of theoretical) of cyclohexylamine salt of 1 - cyclohexylallyl-N traquinone - 4 - sulfonic acids.

Found,%: N 5.74, 5 87; $ 6.95,7.18.

CjfiH NiOsS.

Calculated,%: N 5.98; S 6.67.

Dyes wool from acid bath in pink.

Example 4. 0.5 g of the potassium salt of 1,4,5,8 nitric acid tetrasulfonic acid, 0.8 g of cyclohexylamine and 10 ml of water are heated for 8 hours at 5-120 ° C. After cooling, the contents of the tube are poured into 10 ml 26% solution of potassium chloride, after 24 hours, filtered and dried. Obtain 04 g (82% of theoretical) of tri-potassium salt of 1 - cyclohexylaminoanthion - 4,5,8 - trisulfonic acid. Found,%: N 1,76,1,84; S 14.01, 13.78.

CjoHisKsNOiiSa

Calculated,%: N 2.12; S 14.57.

Dyes wool from acid bath in orange color.

EXAMPLE 5: 0.5 g of sodium salt 1.4 anthraquinone disulfonic acid, 1 g of monoethanol skna and 20 ml of water are stirred at 95-98 ° C for 10 hours. After cooling, the reaction mass is poured into 30 ml of a 26% solution of potassium hydrochloride. After 24 hours, the precipitated salt of 1-mono-ethanolamine anthraquinone-4,5,8-trisulfonic acid is filtered off, drained and dried.

Obtain 0.84 g (85% of theoretical) tri-potassium salt 1 - monoethanolamine anthraquinone - 4,5,8 trisulfonic acids.

Claims (1)

Invention Formula The method of obtaining anthraquinone derivatives containing sulfo groups in the para-position to amino, alkylamino or cycloalkylamino groups, characterized in that the corresponding di- and polysulfonic acids of anthraquinone containing two or more sulfo groups in the para-position of each other to the D1eug, interact with ammonia or amine at a temperature of 95-200 ° C.