Chloromethyl Methyl Ether → 4-cyano-N-methoxymethyl-N-thiazol-2-yl-benzenesulfonamide

To a suspension of 4-cyano-N-thiazol-2-yl-benzenesulfonamide (10 mmol) and potassium carbonate (15 mmol) in DMF (30 mL) was added chloro-methoxy-methane (10 mmol) and the mixture was stirred for 4 h. The reaction mixture was diluted with water (30 mL) and the resulting mixture was extracted with ethyl acetate. The organic phase was washed with brine, dried over MgSO4, and concentrated in vacuo. The crude product was purified by column chromatography to give 4-cyano-N-methoxymethyl-N-thiazol-2-yl-benzenesulfonamide (8.2 mmol) as a white solid.

1. extractionthe resulting mixture was extracted with ethyl acetate
2. washThe organic phase was washed with brine
3. dry with materialdried over MgSO4
4. concentrationconcentrated in vacuo
5. customThe crude product was purified by column chromatography

ORD record

ord-deb68dad50a94059a400e70fe4682505

Source dataset

uspto-grants-2011_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08063080B2