Sodium Hydroxide → 2-Anthracenecarboxylic acid, 1-amino-9,10-dihydro-9,10-dioxo-

HRID 328148

Reaction equation

HRID 328148 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.O.NN.[OH-].[Na+]>O>[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[CH:7]=[CH:6][C:5]=1[C:20]([OH:22])=[O:21]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 314131-Nitroanthraquinone-2-carboxylic acid

Product 1

HCID 67012-Anthracenecarboxylic acid, 1-amino-9,10-dihydro-9,10-dioxo-

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

30 Parts of 1-nitro-anthraquinone-2-carboxylic acid are entered with stirring over the course of 1 hour into a mixture at 70° consisting of 250 parts of water, 10 parts of hydrazine hydrate and 67 parts of aqueous sodium hydroxide solution (30%). The reaction mass is heated to 80° and stirred at 80° over the course of 4 hours. It is subsequently diluted with 250 parts of water and filtered. The precipitate is stirred into 1000 parts of water and acidified with aqueous hydrochloric acid. The precipitate is filtered off, washed with water until the filtrate is colourless and neutral, and then dried. 20 Parts of 1-amino-anthraquinone-2-carboxylic acid are obtained.

Workup

  1. temperatureThe reaction mass is heated to 80°
  2. stirringstirred at 80° over the course of 4 hours
  3. filtrationfiltered
  4. stirringThe precipitate is stirred into 1000 parts of water
  5. filtrationThe precipitate is filtered off
  6. washwashed with water until the filtrate
  7. customneutral, and then dried

Sources & evidence

ORD record
ord-7bd8a68f4b4a4847850374d244c5edbc
Source dataset
uspto-grants-1977_04
Patent number
US04016182

Linked notes

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