Ammonium Hydroxide → 2-Amino-4,5-dichlorophenol

HRID 1448474

Reaction equation

HRID 1448474 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([OH:12])[C:5]([N+:9]([O-])=O)=[CH:6][C:7]=1[Cl:8].[OH-].[NH4+].S(S([O-])=O)([O-])=O.[Na+].[Na+]>O>[Cl:1][C:2]1[CH:3]=[C:4]([OH:12])[C:5]([NH2:9])=[CH:6][C:7]=1[Cl:8]

Participants

5

Reactant 3

HCID 14923Ammonium HydroxideHCID 24489Sodium DithioniteHCID 382484,5-Dichloro-2-nitrophenol

Product 1

HCID 30154152-Amino-4,5-dichlorophenol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

106 g of 9A was suspended in 636 ml of water. 233 ml of ammonium hydroxide was added. 239.2 g of sodium dithionite was added over a period of about two hours at such a rate that the temperature of the reaction mixture was kept at about 50° C. The mixture was stirred at room temperature for two hours. The solid product was filtered, and extracted with methanol. Evaporation of the solvent from the extract gave 3,4-dichloro-6-aminophenol (9B).

Workup

  1. customwas kept at about 50° C
  2. filtrationThe solid product was filtered
  3. extractionextracted with methanol
  4. customEvaporation of the solvent from the extract

Sources & evidence

ORD record
ord-f08dabe03a514d858342b6359c8f71e6
Source dataset
uspto-grants-1979_12
Patent number
US04180572

Linked notes

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