Sodium Thiosulfate → HCID 22599695, compound

HRID 1592249Notes

Reaction equation

HRID 1592249 reaction equation
CS[C:3]1[N:8]=[CH:7][N:6]=[C:5]([CH:9]([O:16][CH3:17])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:4]=1.Cl[C:19]1C=CC=C(C(OO)=O)C=1.[S:29]([O-:33])([O-])(=[O:31])=S.[Na+].[Na+]>C(Cl)(Cl)Cl>[CH3:17][O:16][CH:9]([C:5]1[CH:4]=[C:3]([S:29]([CH3:19])(=[O:33])=[O:31])[N:8]=[CH:7][N:6]=1)[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 22599805HCID 22599805, compound

Product 1

HCID 22599695HCID 22599695, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
0 °C

Procedure

To 2 ml of chloroform were added 0.17 g of 6-methylthio-4-(α-methoxybenzyl)pyrimidine and 0.43 g of m-chloroperbenzoic acid (>65%), followed by stirring at 0° C. for 10 hours. The reaction mixture was then poured into a saturated aqueous sodium thiosulfate solution and extracted three times with chloroform. The chloroform layers were combined, washed with water, dried over anhydrous magnesium sulfate, and then concentrated. The residue was subjected to silica gel column chromatography to give 0.2 g of 4-(α-methoxybenzyl)-6-methanesulfonylpyrimidine.

Workup

  1. extractionextracted three times with chloroform
  2. washwashed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-5b2a34be4167456a82235b500f976862
Source dataset
uspto-grants-2007_11
Patent number
US07291730B2

Reaction notes

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