Hydrochloric Acid → 2-Amino-4-Nitrophenol

HRID 1065539Notes

Reaction equation

HRID 1065539 reaction equation
[S].[NH2:2][C:3]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:4]=1[O-:12].Cl>>[NH2:2][C:3]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:4]=1[OH:12]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 53048862-Amino-4-nitrophenolateHCID 5362487Sulfur

Product 1

HCID 36133892-Amino-4-Nitrophenol

Procedure

The preparation of sodium 2,4-dinitrophenolate and the hydrosulphide reduction to give sodium 2-amino-4-nitrophenolate is carried out in accordance with the statements of Example 8. When the reduction has ended, the sulphur-containing 2-amino-4-nitrophenolate solution is added to 310 parts of 30% strength aqueous hydrochloric acid. The sulphur is filtered off from the solution of 2-amino-4-nitro-phenol hydrochloride and 8 parts of concentrated hydrosulphite (sodium dithionite) are added to the filtrate. A pH value of 3.9 is then established with 30% strength sodium hydroxide solution and the 2-amino-4-nitrophenol suspension is cooled to 0°-5° C. After filtration, 190 g of 74.8% strength 2-amino-4-nitrophenol, corresponding to 142.1 g of 100% pure 2-amino-4-nitrophenol (92% of theory, relative to 2,4-dinitrochlorobenzene) are obtained.

Workup

  1. filtrationThe sulphur is filtered off from the solution of 2-amino-4-nitro-phenol hydrochloride and 8 parts of concentrated hydrosulphite (sodium dithionite)
  2. additionare added to the filtrate
  3. temperaturethe 2-amino-4-nitrophenol suspension is cooled to 0°-5° C
  4. filtrationAfter filtration, 190 g of 74.8% strength 2-amino-4-nitrophenol

Sources & evidence

ORD record
ord-7403591876a14066923c5318233027f7
Source dataset
uspto-grants-1982_05
Patent number
US04329503

Reaction notes

Loading…