Acetic Acid → HCID 16764602, compound

HRID 2206844Notes

Reaction equation

HRID 2206844 reaction equation
[Cl:1][C:2]1[C:3]([C:10]([NH2:12])=[O:11])=[N:4][C:5](SC)=[N:6][CH:7]=1.[S:13]([O-:18])(O[O-])(=O)=[O:14].[K+].[K+].[C:21](O)(=O)C.CO>O>[Cl:1][C:2]1[C:3]([C:10]([NH2:12])=[O:11])=[N:4][C:5]([S:13]([CH3:21])(=[O:18])=[O:14])=[N:6][CH:7]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 887MethanolHCID 10313463Potassium peroxymonosulphateHCID 16426513HCID 16426513, compound

Product 1

HCID 16764602HCID 16764602, compoundYield 17%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

7.7 g (37.8 mmo) of 5-chloro-2-(methylsulfanyl)pyrimidine-4-carboxamide and 37.2 g (60.4 mmol) of potassium peroxomonosulfate are suspended in a mixture of 30 ml of water, 30 ml of acetic acid and 30 ml of methanol, and the mixture is stirred for about 3 hours. The mixture is then taken up in about 100 ml of water and extracted with ethyl acetate. Drying and concentrating of the ethyl acetate extract gave 1.5 g of 5-chloro-2-(methylsulfonyl)pyrimidine-4-carboxamide (melting point 205° C., 17% yield at a purity of 95%). More 5-chloro-2-(methylsulfonyl)pyrimidine-4-carboxamide was able to be isolated from the mother liquor.

Workup

  1. extractionextracted with ethyl acetate
  2. customDrying
  3. concentrationconcentrating of the ethyl acetate
  4. extractionextract

Sources & evidence

ORD record
ord-6a43298467b7452a91cf875679d67a2a
Source dataset
uspto-grants-2016_06
Patent number
US09375002B2

Reaction notes

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