2- Methylthio-5-nitropyrimidine

Solid-phase syntheses of pyrimidines continue to appear at a rapid pace. Solid-phase syntheses of olomoucine from 4,6-dichloro-2-(methylthio)-5-nitropyrimidine <02TL8071> and of 2,6-disubstituted 4(3//)-quinazolinones from 2,4-dichloro-6-hydroxyquinazoline <02TL2971> have been developed. 2-(Arylamino)quinazolinones 83 were accessed by a traceless parallel solid-phase route from 2-nitrobenzamides 82 <02JOC5831>. A solid-phase synthesis of quinazolin-4(3W)-ones with 3-point diversity relied on the use of immobilized arylguanidines <02TL5579>. 

N-NMR spectroscopy of a solution of 2-methylthio- or 2-methyl-sulfonyl-5-nitropyrimidine in liquid ammonia showed that the C-4 adduct is a mixture of the 4-amino-3,4-dihydro- and 4-amino-1,4-dihydro-5-nitropyrimidine (Scheme 40). 

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