The Goodyear & Tire Rubber Company

Steven M Ryba

Roger J Hopper

Timothy A Sabo

Niranjan V Shah

The present invention relates to a process for synthesizing N-chlorothio-sulfonamides of the formula: ##STR1## comprising reacting a N,N'-dithiobis(sulfonamide) of the formula: ##STR2## with chlorine gas or sulfuryl chloride in the presence of a liquid solvent comprising a N-chlorothio-sulfonamide of formula I, wherein R.sup.1 and R.sup.2 are independently selected from the group consisting of alkyl radicals having from about 1 to about 20 carbon atoms, aralkyl radicals having 7 to 20 carbon atoms, cycloalkyl radicals having from about 5 to about 20 carbon atoms, phenyl radicals, alkaryl radicals having from about 7 to 20 carbon atoms, and haloaryl radicals having about 6 to about 10 carbon atoms and where R.sup.1 is also selected from radicals having the formula: ##STR3## wherein R.sup.3 and R.sup.4 are individually selected from said alkyl, aralkyl, cycloalkyl, phenyl, alkaryl and haloaryl radicals and wherein R.sup.3 and R.sup.4 can be joined together to represent radicals selected from --CH.sub.2).sub.n, where n is an integer of 4 to 7 and --CH.sub.2).sub.2 O--CH.sub.2).sub.2.

Process for synthesizing N-chlorothio-sulfonamides

The present invention relates to a process for synthesizing N,N'-dithiobis(sulfonamides) by reacting a sulfonamide of the formula: ##STR1## with sulfur monochloride and caustic in a mixed organic-aqueous mediua, wherein R.sup.1 and R.sup.2 are independently selected from the group consisting of alkyl radicals having from about 1 to about 20 carbon atoms, cycloalkyl radicals having from about 5 to about 20 carbon atoms, phenyl radicals, alkaryl radicals having from about 7 to 20 carbon atoms, and haloaryl radicals having about 6 to about 10 carbon atoms and where R.sup.1 is also selected from radicals having the formula: ##STR2## wherein R.sup.3 and R.sup.4 are individually selected from said alkyl, cycloalkyl, phenyl, alkaryl and haloaryl radicals and wherein R.sup.3 and R.sup.4 can be joined together to represent radicals selected from --CH.sub.2 --.sub.n, where n is an integer of 4 to 7 and --CH.sub.2).sub.2 O--CH.sub.2 --.sub.2.

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Norton, OH, United States of America

Steven M Ryba