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

HRID 364288Notes

Reaction equation

HRID 364288 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-9ce1e0e1030f4ad4ac2f574bd0ab18f1
Source dataset
uspto-grants-1986_08
Patent number
US04604465

Reaction notes

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