Hydrochloric Acid → HCID 131710449, compound

HRID 1576346Notes

Reaction equation

HRID 1576346 reaction equation
[C:1]1([S:21]([O-:24])(=[O:23])=[O:22])[C:14]2[C:13](=[O:15])[C:12]3[CH:11]=[CH:10][CH:9]=[C:8](S([O-])(=O)=O)[C:7]=3[C:6](=[O:20])[C:5]=2[CH:4]=[CH:3][CH:2]=1.[Na+:25].[Na+].[N+:27]([C:30]1[CH:31]=C(S([O-])(=O)=O)C=[CH:34][CH:35]=1)([O-])=O.[Na+].[O-2].[Mg+2].C(N)(CC)C.Cl>S([O-])([O-])(=O)=O.[Cu+2].O>[CH:30]([NH:27][C:8]1[C:7]2[C:6](=[O:20])[C:5]3[CH:4]=[CH:3][CH:2]=[C:1]([S:21]([O-:24])(=[O:23])=[O:22])[C:14]=3[C:13](=[O:15])[C:12]=2[CH:11]=[CH:10][CH:9]=1)([CH2:35][CH3:34])[CH3:31].[Na+:25]

Participants

8

Reactant 5

HCID 313Hydrochloric AcidHCID 24874Sec-ButylamineHCID 31389Sodium 3-nitrobenzenesulfonateHCID 700671,5-Anthracenedisulfonic acid, 9,10-dihydro-9,10-dioxo-, sodium salt (1:2)HCID 6850729Magnesium monoxide

Product 1

HCID 131710449HCID 131710449, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 24462Copper SulfateCatalystHCID 962WaterSolvent2×

Procedure

110 Parts sodium anthraquinone-1,5-disulphonate are heated together with 44 parts sodium m-nitrobenzene-sulphonate, 13 parts magnesium oxide, 1.3 parts copper sulphate. 5 H2O, 386 parts of water and 43.6 parts of sec. butylamine in an autoclave at 130° for 48 hours while stirring. After cooling, the reaction mixture is acidified with hydrochloric acid, the product is filtered off with suction and washed with a 2% sodium chloride solution until neutral. The moist filter cake is dissolved hot in 2700 parts of 2.5% hydrochloric acid. The solution is filtered off with suction while hot and the filtrate mixed with 50 parts sodium chloride. After cooling, the mixture is suction-filtered, the filtrate washed with a 2% sodium chloride solution until neutral, and dried. There are thus obtained 76.8 parts sodium 1-sec. -butylamino-anthraquinone-5-sulphonate containing about 92% of pure product.

Workup

  1. temperatureAfter cooling
  2. filtrationthe product is filtered off with suction
  3. washwashed with a 2% sodium chloride solution until neutral
  4. dissolutionThe moist filter cake is dissolved hot in 2700 parts of 2.5% hydrochloric acid
  5. filtrationThe solution is filtered off with suction while hot and the filtrate
  6. additionmixed with 50 parts sodium chloride
  7. temperatureAfter cooling
  8. filtrationthe mixture is suction-filtered
  9. washthe filtrate washed with a 2% sodium chloride solution until neutral, and
  10. customdried

Sources & evidence

ORD record
ord-092b0652924d41be9b0e3d89e278309f
Source dataset
uspto-grants-1976_09
Patent number
US03980677

Reaction notes

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