Hydrochloric Acid → 3-Amino-2,4-dichlorophenol hydrochloride

HRID 65818Notes

Reaction equation

HRID 65818 reaction equation
[Cl:1][C:2]1[C:7]([N+:8]([O-])=O)=[C:6]([Cl:11])[CH:5]=[CH:4][C:3]=1[OH:12].[H][H].Cl>[Ni].C(O)C>[ClH:1].[Cl:1][C:2]1[C:7]([NH2:8])=[C:6]([Cl:11])[CH:5]=[CH:4][C:3]=1[OH:12]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 205139322,4-Dichloro-3-nitrophenolHCID 178418361HCID 178418361, compound

Product 1

HCID 198981173-Amino-2,4-dichlorophenol hydrochlorideYield 70.4%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

85 g. of 2,4-dichloro-3-nitrophenol was reduced in 900 ml. of ethanol with 9 g. of Raney nickel as a catalyst at 40° C. and 20 excess atmosphere hydrogen pressure. After the reduction, the solution was liberated of the catalyst, acidified with hydrochloric acid, and prepared in the usual manner. 62 g. of 2,4-dichloro-3-aminophenol hydrochloride (equivalent to 70.4% of theory) was obtained in the form of white crystals with a decomposition point of 177°-183° C. The mass spectrum showed 178 mols (calc. 178). Analysis yielded the following values:

Workup

  1. customat 40° C.
  2. customprepared in the usual manner

Sources & evidence

ORD record
ord-90f7812ded93472e8ffc842f28d1318f
Source dataset
uspto-grants-1978_12
Patent number
US04129414

Reaction notes

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