We report here the synthesis of a series of N-aryl-2,3-dihydrobenzo[1,4]dioxine-6-sulfonamide and its N-substituted derivatives with benzyl chloride and ethyl iodide. Initially, 2,3-dihydrobenzo[1,4]dioxine-6-sulfonyl chloride (1) was subjected to react with various aryl amines (2a-e) to afford parent compounds N-aryl-2,3-dihydrobenzo[1,4]dioxine-6-sulfonamide (3a-e).
The benzyl chloride (4) and ethyl iodide (5) were poured slowly and stirring continued for 1-2 hr.
The mixture of 7-chloro-6-fluoro-1,4-dihydro4-oxoquinoline-3-carboxylic acid ethyl ester (3) (0.50 g, 1.86 mmol), ethyl iodide
(1.45 g, 9.3 mmol), potassium carbonate (6.42 mg, 46.5 mmol), and dimethyl formamide (20 mL) was taken in 50 mL round bottom flask and heated at 110-120[degrees]C for [delta] to 6hrs.