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2-Amino-4,5,6,7-tetrahydro-1,2,4-triazolo[1,5-a]pyrimidines: Synthesis and reactions with electrophilic reagents
Chernyshev,Sokolov,Khoroshkin,Taranushich
experimental part, p. 715 - 722 (2009/04/07)
The hydrogenation of 2-amino-5-R-7-R′-4,7-dihydro-1,2,4-triazolo[1,5- a]pyrimidines with NaBH4 led to the formation of 2-amino-5-R-7- R′-4,5,6,7-tetrahydro-1,2,4-triazolo[1,5-a]pyrimidines. Acylation, sulfonylation, and alkylation of these compounds depending on conditions and the reagent character occur at the amino group, atoms N3 or N 4. The treatment with alkali of 2-amino-3-benzyl-5-R-7-R′-4,5, 6,7-tetrahydro-1,2,4-triazolo-[1,5-a]pyrimidinium bromide resulted in 2-amino-3-benzyl-5-R-7-R′-3,5,6,7-tetrahydro-1,2,4-triazolo[1,5-a] -pyrimidine, similar reaction of 2-acetamido-3-benzyl-5-R-7-R′-4,5,6,7- tetrahydro-1,2,4-triazolo[1,5-a]-pyrimidinium bromide gave a mesoionic product of a hydrogen elimination from the amide nitrogen atom.
