m-Chloroperbenzoic acid → 2-Methylsulphinyl-4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimidine

HRID 34789Notes

Reaction equation

HRID 34789 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[F:12][C:13]([F:28])([F:27])[CH2:14][N:15]=[C:16]([NH2:26])[NH:17][C:18]1[CH:23]=[CH:22][N:21]=[C:20]([S:24][CH3:25])[N:19]=1>C(O)C>[F:28][C:13]([F:12])([F:27])[CH2:14][N:15]=[C:16]([NH2:26])[NH:17][C:18]1[CH:23]=[CH:22][N:21]=[C:20]([S:24]([CH3:25])=[O:9])[N:19]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 212798084-[2-(2,2,2-Trifluoroethyl)guanidino]-2-methylthiopyrimidine

Product 1

HCID 212797752-Methylsulphinyl-4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimidineYield 94.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-Chloroperbenzoic acid (0.8 g.) was added to a solution of 4-[2-(2,2,2-trifluoroethyl)guanidino]-2-methylthiopyrimidine (0.5 g.) in ethanol (50 ml.) and the solution left at room temperature for 18 hours and then evaporated to dryness. The residue was dissolved in ethyl acetate, the solution washed with aqueous potassium carbonate solution and then dried and evaporated to dryness to give 4-[2-(2,2,2-trifluoroethyl)guanidino]-2-methylsulphinylpyrimidine (0.5 g.) which was used without further purification.

Workup

  1. customevaporated to dryness
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washthe solution washed with aqueous potassium carbonate solution
  4. customdried
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-93d313de2a1942b5a3fcd675881da7e3
Source dataset
uspto-grants-1988_08
Patent number
US04762932

Reaction notes

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