Sodium Hydroxide → HCID 13393424, compound

Participants

Reaction Conditions

Reaction Steps

To ammonium hydroxide (14.8M) (90 ml) was added dropwise simultaneously sodium hypochlorite solution (5.25%) (42.4 ml) and a solution of sodium hydroxide (1.2 g, 0.03 mole) and 6-butyrylamino-2-mercaptobenzothiazole (7.57 g, 0.03 mole) in H2O (80 ml) with stirring at 5° C. After 1/2 hour the precipitated solid was collected by suction filtration and washed well with cold H2O. The wet solid was suspended in acetone (120 ml) and treated dropwise with 5% aqueous potassium permanganate solution (6.6 g, 0.04 mole in 120 ml H2O) over an hour period maintaining the reaction mixture temperature at 30° C. After stirring for an additional hour, the mixture was treated with decolorizing carbon, then filtered to remove manganese dioxide. Upon acidification of the filtrate with 12 N HCl the solid product precipitated. Crystallization from isopropanol gives 780 mg of 6-butyrylamino-2-benzothiazolesulfonamide, m.p. 246°-247° C.

Provenance & Evidence