Journal of Organic Chemistry p. 4645 - 4648 (1991)
Update date:2022-08-04
Topics:
Freeman, Fillmore
Kim, Darrick S. H. L.
Aminopropanedinitrile 4-methylbenzenesulfonate (ammoniopropanedinitrile or aminomalononitrile p-toluenesulfonate (tosylate)) reacts with alkyl and aryl isothiocyanates in 1-methyl-2-pyrrolidinone (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.
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