Reaction of N,N-disubstituted alpha-aminomethyleneketones with tosyl isocyanate. Synthesis of amino-disubstituted 2-acyl-3-amino-N-tosylpropenamides, N,N-(3-amino-1-alkyl-2-propenylidene) and N,N-[2-(aminomethylene)cyclohexylidene]tosylamides.

ABSTRACT

The reaction of N,N-disubstituted open-chain and cyclohexane alpha-aminomethyleneketones (I) and (II) with p-toluenesulfonyl (tosyl) isocyanate gave amino-disubstituted 2-acyl-3-amino-N-tosylpropenamides (III) and/or N,N-(3-amino-1-alkyl-2-propenylidene) and N,N-[2-(aminomethylene)-cyclohexylidene] tosylamides (IV) and (V), the final product being related to the carbon and nitrogen substituents of the enaminone. The evaluation of the hypoglycemic activity concerning some of the above compounds gave no interesting results.