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

HRID 1902291Notes

Reaction equation

HRID 1902291 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-a5ed9a1631d540379da3e0d1cdee0215
Source dataset
uspto-grants-1982_12
Patent number
US04362728

Reaction notes

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