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ETHENESULFONAMIDE 729An analytical sample was obtained by crystallization of the crude material from benzene followed by 3 recrystallizations from ethyl acetate. It softened at 150°and melted at 192.5-194.0°.A mixed melting point of 2-quinoxalinoformamide and 2acetamidoquinoxaline (m.p. 192.6-193.8°)12 showed a sharp depression.3',4'-Dichloroformanilide. Acetic formic anhydride was prepared from acetic anhydride (40.8 ml.) and 98% formic acid (17.2 ml.). This mixture was cooled in an ice bath to 12°. A gradual addition of 3,4-dichloroaniline (32.4 g., 0.2 mole) was made so that the temperature did not rise above 40°. The dark red solution was held at room temperature (35°) for five hours after which ether (100 ml.) was added. The following day the dark purple solution was extracted with 2 X 100 ml. of water. The ether layer was evaporated on the steam bath to furnish 36.7 g. (96.5%) of crude material, m.p. 94-103°. A hot benzene (150 ml.) solution of the crude product was treated with Nuchar C. The filtrate was cooled for several hours prior to collecting the product by filtration. A cold benzene wash was applied to the gray solid. The purified 3',4'-dichloroformanilide weighed 30.4 g. It sintered at 99°and melted at 110-112°. Recrystallization from a large volume of carbon tetrachloride furnished off-white crystals with no change in melting point. The product is soluble in chloroform and cyclohexene but insoluble in petroleum ether or cyclohexane. Possibly a reduction in the quantity of acetic formic anhydride to slightly over one mole would give a satisfactory result for this type of preparation. Skokie, III.