Nitric Acid → HCID 19913949, compound

HRID 1090763Notes

Reaction equation

HRID 1090763 reaction equation
[N+:1]([O-])(O)=[O:2].N[C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([O:16][CH3:17])[CH:14]=2)[C:9]([S:18]([OH:21])(=[O:20])=[O:19])=[CH:8][C:7]=1[OH:22].[Cl-].[NH4+]>O>[CH3:17][O:16][C:13]1[CH:14]=[C:15]2[C:10]([C:9]([S:18]([O-:21])(=[O:20])=[O:19])=[CH:8][C:7](=[O:22])[C:6]2=[O:2])=[CH:11][CH:12]=1.[NH4+:1]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 25517Ammonium ChlorideHCID 19913948HCID 19913948, compound

Product 1

HCID 19913949HCID 19913949, compoundYield 91.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
10 °C

Procedure

29.6 ml (0.556 mol) of 70.4%-strength nitric acid were diluted with 82 ml of water. 80.0 g (0.298 mol) of crude 1-amino-2-hydroxy-7-methoxynaphthalene-4-sulfonic acid were added while stirring to this solution of the oxidizing agent at not more than 30° C. in the course of one hour. Stirring was continued for 1 hour, followed by cooling to 10° C., and a solution of 17.6 g of ammonium chloride in 46 ml of water was added. The suspension was cooled to 0° C. for two hours and the product filtered off by suction. The crystals were rinsed first with 25 ml of saturated ammonium chloride solution and then with 40 ml of ethanol. After drying, 77.4 g (91.3%) of crude ammonium 7-methoxy-1,2-naphthoquinone-4-sulfonate were obtained.

Workup

  1. stirringStirring
  2. waitwas continued for 1 hour
  3. temperatureThe suspension was cooled to 0° C. for two hours
  4. filtrationthe product filtered off by suction
  5. washThe crystals were rinsed first with 25 ml of saturated ammonium chloride solution
  6. customAfter drying

Sources & evidence

ORD record
ord-b746a2c2740b45799ef8aa42c78d28a9
Source dataset
uspto-grants-1992_01
Patent number
US05082932

Reaction notes

Loading…