Aniline → HCID 22769959, compound

HRID 1764069Notes

Reaction equation

HRID 1764069 reaction equation
[C:1]([C:6]1[C:11](=[O:12])[CH:10]=[CH:9]O[C:7]=1[CH3:13])([O:3][CH2:4][CH3:5])=[O:2].[NH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[C:1]([C:6]1[C:11](=[O:12])[CH:10]=[CH:9][N:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:7]=1[CH3:13])([O:3][CH2:4][CH3:5])=[O:2]

Participants

5

Reactant 3

HCID 6115AnilineHCID 521998p-Toluenesulfonic acid monohydrateHCID 22769962HCID 22769962, compound

Product 1

HCID 22769959HCID 22769959, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The crude 3-carboethoxy-2-methylpyr-4-one isolated from the previous reaction is dissolved in 50 ml toluene. 2.4 g of aniline and 400 mg of p-toluenesulfonic acid monohydrate are added and the mixture refluxed for 1 hour. Evaporation of the solvent leaves 6.3 g of crude 3-carboethoxy-N-phenyl-2-methylpyrid-4-one.

Workup

  1. temperaturethe mixture refluxed for 1 hour
  2. customEvaporation of the solvent

Sources & evidence

ORD record
ord-fbc4db12074c487bb23459af119c0625
Source dataset
uspto-grants-1978_09
Patent number
US04115101

Reaction notes

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