HCID 20494998, compound → HCID 20495001, compound

HRID 1074861Notes

Reaction equation

HRID 1074861 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([N:12]2[C:17]([CH3:18])=[CH:16][C:15]([CH3:19])=[C:14]([C:20]#[N:21])[C:13]2=[O:22])[C:7]([CH3:11])=[CH:8][C:9]=1[CH3:10])([O-])=O>CN(C)C=O.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([N:12]2[C:17]([CH3:18])=[CH:16][C:15]([CH3:19])=[C:14]([C:20]#[N:21])[C:13]2=[O:22])[C:7]([CH3:11])=[CH:8][C:9]=1[CH3:10]

Participants

4

Reactant 1

HCID 20494998HCID 20494998, compound

Product 1

HCID 20495001HCID 20495001, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

48.3 g (0.165 mol) 1-(3'-nitro-4',6'-dimethylphenyl)-3-cyano-4,6-dimethyl-2-pyridone are dissolved in 1 liter of dimethylformamide and, after adding of 5 g palladium/charcoal catalyst, hydrogenated at normal pressure and 15°-20° C. The catalyst is filtered off and the filtrate is concentrated by evaporation. The residue is treated with hexane and dried. Yield: 42.0 g (95.3%) 1-(3'-amino-4',6'-dimethylphenyl)-3-cyano-4,6-dimethyl-2-pyridone, mp. 218°-219° C.

Workup

  1. customhydrogenated at normal pressure and 15°-20° C
  2. filtrationThe catalyst is filtered off
  3. concentrationthe filtrate is concentrated by evaporation
  4. additionThe residue is treated with hexane
  5. customdried

Sources & evidence

ORD record
ord-704aea2935ff433280ceac767360a72b
Source dataset
uspto-grants-1983_07
Patent number
US04394156

Reaction notes

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