Ammonia → HCID 10921407, compound

HRID 1030862Notes

Reaction equation

HRID 1030862 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([NH:10][C:11](=[O:14])[CH2:12][CH3:13])[CH:7]=[CH:6][C:5]=1[O:15][CH3:16])([O-])=O.C(O)CC.N.[H][H]>[Pd].O>[CH3:16][O:15][C:5]1[CH:6]=[CH:7][C:8]([NH:10][C:11](=[O:14])[CH2:12][CH3:13])=[CH:9][C:4]=1[NH2:1]

Participants

7

Reactant 4

HCID 222AmmoniaHCID 10311-PropanolHCID 299537777600-77-2HCID 178418361HCID 178418361, compound

Product 1

HCID 10921407HCID 10921407, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent2×

Procedure

114 parts of 2-nitro-4-propionamidoanisole, 160 parts of propanol, 3.4 parts of a 30% aqueous solution of ammonia and 2 parts of a 50% suspension of palladium on activated charcoal, moist with water, in 3 parts of water are charged to an autoclave equipped with an aerating stirrer. The autoclave is pressurised with hydrogen and, at a pressure of 25 bar and a temperature of 120° C., hydrogenation is carried out for 1 hour. 2-Methoxy-5-propionamidoaniline is obtained in quantitative yield in a purity of >97% (analysis by liquid chromatography).

Workup

  1. customequipped with an aerating stirrer

Sources & evidence

ORD record
ord-1767328e16814026b50eec24b2fa930e
Source dataset
uspto-grants-1992_04
Patent number
US05107022

Reaction notes

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