Ring chain transformations; X: Synthesis of condensed (ω-aminoalkyl)imidazoles by ring chain transformation

Article abstract of DOI:10.1055/s-1993-25897

2-Aminoazaheterocycles 1 react with lactam acetals (2,2-diethoxy-1-methylpyrrolidine, -1-methylpiperidine and -hexahydro-1-methyl-1H-azepine, 2) affording 2-lactamimino azaheterocycles 3. Reaction of the latter with CH-acidic methyl halides 4 allows a ring chain transformation via N-alkylation products 5 resulting in novel 2-[ω-(methylammonio)alkyl]imidazo[2,1-b]thiazole, -[1,2-a]pyridine and -[1,2-a]pyrimidine halides 7 and the corresponding 2-[ω-(methylamino)alkyl] compounds 8.