Dimethyl Sulfate → N-(4-methoxy-2-methylquinolin-6-yl)acetamide

Participants

Reaction Conditions

Reaction Steps

To a suspension of N-(4-hydroxy-2-methyl-6-quinolyl)acetamide (100 g, 0.46 mol) obtained in Preparation Example 1-1, Step 2 in toluene (490 ml) was added dimethyl sulfate (75 ml, 0.79 mol) and the mixture was refluxed under heating for 8 hr. The resulting precipitate was collected by filtration, dissolved in water (1350 ml) and heated to 70° C. The solution was filtered and 35% aqueous sodium hydroxide solution (100 ml) was added to the filtrate. The resulting precipitate was collected by filtration to give N-(4-methoxy-2-methyl-6-quinolyl)acetamide (55.3 g, 52%, pale-brown crystals).

Provenance & Evidence