m-Chloroperbenzoic acid → HCID 22166963, compound

HRID 1031880Notes

Reaction equation

HRID 1031880 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH2:9][S:10][C:11]2[NH:15][C:14]3=[CH:16][S:17][CH:18]=[C:13]3[N:12]=2)[N:4]=1.ClC1C=CC=C(C(OO)=[O:27])C=1>ClCCl>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH2:9][S:10]([C:11]2[NH:12][C:13]3=[CH:18][S:17][CH:16]=[C:14]3[N:15]=2)=[O:27])[N:4]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 14421328HCID 14421328, compound

Product 1

HCID 22166963HCID 22166963, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.1 g of 2-(4-methoxy-2-pyrimidinylmethylthio)-1H-thieno[3,4-d]imidazole were dissolved in 100 ml of dichloromethane and, at -10° C., 820 mg of m-chloroperbenzoic acid were added in portions. The mixture was then stirred at room temperature for 15 minutes, extracted by shaking with sodium bicarbonate solution, and the organic phase was dried over sodium sulfate and concentrated. Purification by chromatography resulted in 300 mg of 2-(4-methoxy-2-pyrimidinylmethylsulfinyl)1H-thieno[3,4-d]imidazole (melting point 125° C. [decomposition]).

Workup

  1. extractionextracted
  2. stirringby shaking with sodium bicarbonate solution
  3. dry with materialthe organic phase was dried over sodium sulfate
  4. concentrationconcentrated
  5. customPurification by chromatography
  6. customresulted in 300 mg of 2-(4-methoxy-2-pyrimidinylmethylsulfinyl)1H-thieno[3,4-d]imidazole (melting point 125° C. [decomposition])

Sources & evidence

ORD record
ord-0af0970e4ccc4cec9cb76732889bc5d3
Source dataset
uspto-grants-1990_09
Patent number
US04956366

Reaction notes

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