Hydrochloric Acid → 1,4-Diamino-9,10-dioxoanthracene-2-carboxylic acid

HRID 1389041

Reaction equation

HRID 1389041 reaction equation
[N+:1]([C:4]1[C:17]2[C:16](=[O:18])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9](=[O:19])[C:8]=2[CH:7]=[CH:6][C:5]=1[C:20]([OH:22])=[O:21])([O-])=O.S([O-])([O-])(=O)=O.O[NH3+:29].O[NH3+].[OH-].[Na+].Cl>O.C(O)(C)C>[NH2:1][C:4]1[C:17]2[C:16](=[O:18])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9](=[O:19])[C:8]=2[C:7]([NH2:29])=[CH:6][C:5]=1[C:20]([OH:22])=[O:21]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 24846Hydroxylamine sulfateHCID 314131-Nitroanthraquinone-2-carboxylic acid

Product 1

HCID 33587451,4-Diamino-9,10-dioxoanthracene-2-carboxylic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Procedure

10 parts of 1-nitroanthraquinone-2-carboxylic acid and 2 parts of hydroxylammonium sulfate are suspended at room temperature in 60 parts of isopropanol and 100 parts of 4 N sodium hydroxide. The mixture is refluxed for 3 hours, then cooled to room temperature, diluted with water and acidified with hydrochloric acid. The mixture is filtered and the filter cake is washed netural with water and dried, affording 7 parts of 1,4-diaminoanthraquinone-2-carboxylic acid.

Workup

  1. temperatureThe mixture is refluxed for 3 hours
  2. filtrationThe mixture is filtered
  3. washthe filter cake is washed netural with water
  4. customdried

Sources & evidence

ORD record
ord-44fa58a277ca4c8d98acd7cf18fe4012
Source dataset
uspto-grants-1981_01
Patent number
US04243600

Linked notes

Loading…