Sodium Thiosulfate → HCID 22599695, compound

HRID 1759971Notes

Reaction equation

HRID 1759971 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-731371f33d9f4d6cb065b8edd95bf34c
Source dataset
uspto-grants-2005_01
Patent number
US06838463B2

Reaction notes

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