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Thiazolo[3·2- a ]benzimidazoles

1967; NRC Research Press; Volume: 45; Issue: 23 Linguagem: Inglês

10.1139/v67-471

1480-3291

Anne E. Alper, Alfred Taurinš,

Synthesis and Reactivity of Sulfur-Containing Compounds

Thiazolo[3·2-a]benzimidazole (I) and several of its derivatives were synthesized by annelation of the thiazole ring to a benzimidazole. The intermediate 3-hydroxy-2,3-dihydrothiazolo[3·2-a] benzimidazoles were identified and the 3-position of the hydroxyl group was established by oxidation to 3-(2H)-thiazolo[3·2-a]benzimidazolone. Tautomerism of the 3-hydroxy-2,3-dihydrothiazolo[3·2-a]benzimidazoles was also investigated.3-Hydroxy-2,3-dihydrothiazolo[3·2-a]benzimidazole and the corresponding 3-methyl compound were found to undergo nitrogen acetylation and rearrangement under acetylating conditions.