Hydrochloric Acid → 1-(5-Amino-2,4-dichlorophenyl)ethan-1-one

HRID 460817Notes

Reaction equation

HRID 460817 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([N+:9]([O-])=O)=[CH:4][C:3]=1[C:12](=[O:14])[CH3:13].Cl>C(O)C.[Fe]>[NH2:9][C:5]1[C:6]([Cl:8])=[CH:7][C:2]([Cl:1])=[C:3]([C:12](=[O:14])[CH3:13])[CH:4]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 213947631-(2,4-Dichloro-5-nitrophenyl)ethan-1-one

Product 1

HCID 213947731-(5-Amino-2,4-dichlorophenyl)ethan-1-one

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 702EthanolSolvent

Procedure

8 g of 2',4'-dichloro-5'-nitro-acetophenone were boiled for 4 hours under reflux in 31 ml of ethanol, after addition of 6.1 g of iron turnings and 6.5 ml of concentrated hydrochloric acid. After evaporation of the solvent, the mixture was combined with water, extracted with ethyl acetate and the 5'-amino-2',4'-dichloroacetophenone was isolated by concentration of the ethyl acetate.

Workup

  1. customAfter evaporation of the solvent
  2. extractionextracted with ethyl acetate

Sources & evidence

ORD record
ord-a449d7a4bd2b4b3eb1fbc38a8fa78dc9
Source dataset
uspto-grants-1977_12
Patent number
US04061647

Reaction notes

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