Hydrochloric Acid → HCID 14075272, compound

HRID 2107888Notes

Reaction equation

HRID 2107888 reaction equation
[CH3:1][N:2]1[C:11]([CH3:12])=[CH:10][C:9](=[O:13])[C:4]([C:5]([O:7]C)=[O:6])=[C:3]1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.Cl>[OH-].[Na+]>[CH3:1][N:2]1[C:11]([CH3:12])=[CH:10][C:9](=[O:13])[C:4]([C:5]([OH:7])=[O:6])=[C:3]1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 14075271HCID 14075271, compound

Product 1

HCID 14075272HCID 14075272, compoundYield 86.4%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

6.0 gms of crude methyl 1,6-dimethyl-2-phenyl-4-oxonicotinate is suspended in 66 gms of 5% aqueous sodium hydroxide solution. The reaction mixture is heated on a steambath (85°) for two hours. The resulting homogeneous solution is cooled and acidified with dilute HCl. The resulting solid is collected by filtration yielding 4.9 gms of 1,6-dimethyl-2-phenyl-4-oxonicotinic acid. mp (acetonitrile/methylene chloride)=246-9 (dec.).

Workup

  1. temperatureThe reaction mixture is heated on a steambath (85°) for two hours
  2. temperatureThe resulting homogeneous solution is cooled
  3. filtrationThe resulting solid is collected by filtration

Sources & evidence

ORD record
ord-327848e85a5a4b64adaa1e6254c131c4
Source dataset
uspto-grants-1990_06
Patent number
US04936904

Reaction notes

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