Hydrochloric Acid → 2-(Dimethylamino)-1,6-dihydro-6-oxo-5-pyrimidinecarboxylic acid

HRID 1814761Notes

Reaction equation

HRID 1814761 reaction equation
[CH3:1][N:2]([CH3:15])[C:3]1[NH:8][C:7](=[O:9])[C:6]([C:10]([O:12]CC)=[O:11])=[CH:5][N:4]=1.[OH-].[Na+].Cl>O>[CH3:1][N:2]([CH3:15])[C:3]1[NH:8][C:7](=[O:9])[C:6]([C:10]([OH:12])=[O:11])=[CH:5][N:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 254748Ethyl 2-(dimethylamino)-6-oxo-1,6-dihydropyrimidine-5-carboxylate

Product 1

HCID 224986942-(Dimethylamino)-1,6-dihydro-6-oxo-5-pyrimidinecarboxylic acidYield 93.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ethyl 3,4-dihydro-2-dimethylamino-4-oxopyrimidine-5-carboxylate (P. Dostert, T Imbert, J F Ancher, M Langlois, B Bucher and G Mocquet, Eur. J. Med. Chem.-Chim. Ther. (1982), 17, 437-44) (0.64 g) was refluxed with NaOH (304 mg) in water (16 ml) for 2 hours. The cooled solution was acidified to pH2 with 1N HCl, solid filtered off and dried under vacuum at 75° C. to give title compound (0.52 g). MS (−ve ion chemical ionisation) m/z 182 ([M−H]−, 100%).

Workup

  1. filtrationfiltered off
  2. customdried under vacuum at 75° C.

Sources & evidence

ORD record
ord-e05488051f2f4b84b244f011dd77cac2
Source dataset
uspto-grants-2005_04
Patent number
US06878704B2

Reaction notes

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