Acetone → 2-(2-Methoxyethoxy)-5-nitrobenzenesulfonyl chloride

Participants

Reaction Steps

59 g of sodium 2-(2-methoxyethoxy)-5-nitrobenzenesulfonate prepared as described in Synthesis Example 1 was added to a mixture of 200 ml of acetone and 75 ml of phosphorous oxychloride. 75 ml of N,N-dimethylacetamide was added dropwise to the mixture with stirring while the reaction mixture was maintained at 30° to 40° C. After completion of the addition, the mixture was allowed to stand with stirring until it cooled to room temperature (about 20°-25° C.). The reaction mixture was then poured into 600 ml of ice water, stirred for 30 minutes and the crystals thus-precipitated were collected by filtration. The crystals were washed with water and air-dried. Yield: 56 g; Melting Point: 74° to 74.5° C.

Provenance & Evidence