Potassium Carbonate → HCID 22731993, compound

HRID 2083918Notes

Reaction equation

HRID 2083918 reaction equation
[CH3:1][O:2][C:3]1[C:4]([CH3:14])=[C:5]([NH:9][S:10]([CH3:13])(=[O:12])=[O:11])[CH:6]=[CH:7][CH:8]=1.[C:15]([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH3:1][O:2][C:3]1[C:4]([CH3:14])=[C:5]([N:9]([CH3:15])[S:10]([CH3:13])(=[O:12])=[O:11])[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 13227900HCID 13227900, compound

Product 1

HCID 22731993HCID 22731993, compoundYield 106.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A slurry of N-(3-methoxy-2-methylphenyl)methanesulfonamide 7a (Blondet, D.; Pascal, J. -C. Tetrahedron Lett. 1994, 35, 2911) (4.5 g, 20.9 mmol), K2CO3 (4.33 g, 31.4 mmol) and Mel (6.52 mL, 105 mmol) in DMF (100 mL) was stirred vigorously for 5 days. The reaction was poured onto H2O (250 mL), stirred for 10 minutes and then extracted with ether. The combined organic extracts were washed with water and brine and dried over MgSO4 to give 7b (5.10 g) after removal of the solvent.

Workup

  1. additionThe reaction was poured onto H2O (250 mL)
  2. extractionextracted with ether
  3. washThe combined organic extracts were washed with water and brine
  4. dry with materialdried over MgSO4

Sources & evidence

ORD record
ord-0e9fb87cccef4c6083a235088511ed1e
Source dataset
uspto-grants-2004_04
Patent number
US06716836B2

Reaction notes

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