Sodium Hydroxide → HCID 23705007, compound

HRID 2107915Notes

Reaction equation

HRID 2107915 reaction equation
[CH3:1][C:2]1[N:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:11]=[C:10]([C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=2)[C:9](=[O:26])[C:3]=1[C:4]([O:6]CC)=[O:5].[OH-].[Na+:28]>CO.O>[CH3:1][C:2]1[N:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:11]=[C:10]([C:19]2[CH:20]=[CH:21][C:22]([Cl:25])=[CH:23][CH:24]=2)[C:9](=[O:26])[C:3]=1[C:4]([O-:6])=[O:5].[Na+:28]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22159879HCID 22159879, compound

Product 1

HCID 23705007HCID 23705007, compound

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

35 g. of crude ethyl 2-methyl-1-phenyl-5-(4'-chlorophenyl)-4-oxonicotinate was suspended in 350 g. of 5% NaOH in 1:1 methanol/water and refluxed for 6 hours. The reaction mixture was cooled. This yielded a precipitate of sodium 2-methyl-1-phenyl-5-(4'-chlorophenyl)-4-oxonicotinate which was collected by filtration and resuspended in dilute aqueous HCl to provide 5.3 g. of 2-methyl-1-phenyl-5-(4'-chlorophenyl)-4-oxonicotinic acid, m.p. (acetonitrile)=209°-209° C.

Workup

  1. temperatureThe reaction mixture was cooled

Sources & evidence

ORD record
ord-253f744e0c2949cc81cac92d90a505d1
Source dataset
uspto-grants-1990_06
Patent number
US04936904

Reaction notes

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