Paper
Reaction of aminopropanedinitrile 4-methylbenzenesulfonate (aminomalononitrile p-toluenesulfonate (tosylate)) with isothiocyanates
Published Jul 1, 1991 · F. Freeman, Darrick S. H. L. Kim
Journal of Organic Chemistry
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Abstract
Aminopropanedinitrile 4-methylbenzenesulfonate (ammoniopropanedinitrile or aminomalononitrile p-toluenesulfonate (tosylate)) reacts with alkyl and aryl isothiocyanates in 1-methyl-2-pyrrolidinne (NMP) to give 5-amino-2-(alkylamino)-4-cyanothiazoles and 5-amino-2-(arylamino)-4-cyanothiazoles (2,5-diaminothiazole-4-carbonitriles), respectively, which react with amidines or ortho esters to afford 7-amino-2-(alkylamino) thiazolo [5,4-d] pyrimidines and 7-amino-2-amino-2-(arylamino) thiazolo [5,4-d] pyrimidines
Aminopropanedinitrile 4-methylbenzenesulfonate reacts with isothiocyanates to produce 5-amino-2-(alkylamino)-4-cyanothiazoles and 5-amino-2-(arylamino)-4-cyanothiazoles
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