HCID 13785667, compound → 5-Amino-4-chloro-o-cresol hydrochloride

HRID 1110646Notes

Reaction equation

HRID 1110646 reaction equation
[Cl:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][C:5]([OH:11])=[C:4]([CH3:12])[CH:3]=1.[H][H]>C(O)C.[Ni]>[ClH:1].[CH3:12][C:4]1[CH:3]=[C:2]([Cl:1])[C:7]([NH2:8])=[CH:6][C:5]=1[OH:11]

Participants

5

Reactant 2

HCID 13785667HCID 13785667, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 221538465-Amino-4-chloro-o-cresol hydrochloride

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

5 g of 4-chloro-2-methyl-5-nitrophenol were dissolved in 200 ml of ethanol and, after addition of 0.5 g of Raney nickel, the resulting solution was catalytically hydrogenated. When the uptake of hydrogen stopped, the catalyst was separated off by filtration and the filtrate acidified with dilute hydrochloric acid. Concentration to dryness produced light beige crystals melting at 198° C. (with decomposition).

Workup

  1. customthe catalyst was separated off by filtration
  2. concentrationConcentration to dryness

Sources & evidence

ORD record
ord-aa05f674da744910ab5daf8dcd0502e0
Source dataset
uspto-grants-1990_12
Patent number
US04976742

Reaction notes

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