Sulfur Derivatives from Thiols and 10-Undecenoic Acid 4235 sodium dissolved in 10 ml. of absolute ethanol was added 3.98 g. (0.0195 mole) of diethyl formamidomalonate. To this solution was added 4.92 g. (0.0195 mole) of VHd in 15 ml. of ethanol. The mixture was refluxed for 5 hr. and then evaporated to dryness under reduced pressure. One hundred ml. of water was added with stirring, the solid removed by filtration and recrystallized from ethanol; yield 4.6 g. (63%), m.p. 236-240°. A sample was recrystallized from dioxane-heptane for analysis, m.p. 239-240°.^-Sulfamylphenylalanine (VII).-The amino acid hydrochloride was obtained by refluxing 21 g. (0.056 mole) of Vile with 200 ml. of concentrated hydrochloric acid for 5 hr. The solution was evaporated to dryness under reduced pressure. The hydrochloride salt was dissolved in 100 ml. of water and the solution passed through a column oi Duolite A-2 ion-exchange resin to obtain the free amino acid. The resulting solution was evaporated to 125 ml. under reduced pressure and 100 ml. of acetone added. The solution was cooled overnight and the crude product was collected; yield 10.5 g. (76%), m.p. 248-249°dec. A sample was recrystallized from water-acetone for analysis, m.p. 251-252°dec. Kankakbb, Illinois

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SynopsisA limited number of polar, nonhydroxylic organic liquids are suitable swelling media for chemical modification of wool. An effective medium for acylating-type internal modification should have low molecular weight, should lack active hydrogen atoms, be highly polar, swell wool fibers, have a high boiling point, and exert a catalytic effect. Rates of modification by phenyl isocyanate, myristoyl chloride, and dodecenylsuccinic anhydride in different media decrease in the order dimethyl sulfoxide >dimethylformamide > 1 -methyl-2-pyrrolidinone>4-butyrolact~ne. Nevertheless, equal maximum uptake of a given reagent in these varied media is evidence of internal chemical modification. Further examples of modifying reagents are phenyl isothiocyanate, benzyl chlorides, and a-haloketones. Supercontraction and single-fiber stress-strain data indicate crosslinking by bifunctional isocyanates and acid chlorides.

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