Hydrochloric Acid → 1-Aminoanthraquinone

HRID 1658858Notes

Reaction equation

HRID 1658858 reaction equation
O[NH:2][C:3]1[C:16]2[C:15](=[O:17])[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:8](=[O:18])[C:7]=2[CH:6]=[CH:5][CH:4]=1.CO.Cl>[Zn].O>[NH2:2][C:3]1[C:16]2[C:15](=[O:17])[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:8](=[O:18])[C:7]=2[CH:6]=[CH:5][CH:4]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 178514954HCID 178514954, compound

Product 1

HCID 67101-Aminoanthraquinone

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

1-Hydroxylaminoanthraquinone 50 parts was stirred into a mixture of methyl alcohol 700 parts, water 100 parts and a 35% aqueous hydrochloric acid 60 parts. The reaction mixture was heated to 70°C and then added with zinc dust 16 parts little by little over 1 hour. After the reaction at 70°C for 3 hours, the reaction mixture was cooled to 25°C, filtered, washed with water and dried to obtain 42.5 parts of crystalline 1-aminoanthraquinone of a purity of 93%.

Workup

  1. customAfter the reaction at 70°C for 3 hours
  2. temperaturethe reaction mixture was cooled to 25°C
  3. filtrationfiltered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-937d891c0fd54f2ca0d48f9682aa5488
Source dataset
uspto-grants-1976_06
Patent number
US03966775

Reaction notes

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