Chloroacetyl chloride → HCID 18172722, compound

Participants

Reaction Conditions

Reaction Steps

0.32 ml of chloroacetyl chloride (4 mmol) was introduced into a suspension of 1 g of N-(5-hydroxy-6-aminonaphthalen-1-yl)methanesulphonamide (4 mmol, prepared according to the method described in Patent U.S. Pat. No. 4,956,456) and 0.4 g of calcium carbonate (4 mmol) in 50 ml of dioxane, with stirring and under an inert atmosphere. The reaction medium was stirred for 2 hours at 85° C. and then cooled to 30° C. The suspension was filtered on sintered glass and the inorganic salts were rinsed twice with a minimum of dioxane. The combined organic phases were poured over 100 ml of ice-cold water. The precipitate formed was drained, washed twice with water and dried under vacuum to constant weight to give 1.12 g of N-(5-methanesulphonylamino-1-hydroxynaphthalen-2-yl)-2-chloroacetamide in the form of a pink powder, with a yield of 84%.

Provenance & Evidence