Über die Darstellung von kondensierten Azolo-1,2,4-triazinen aus heterocyclischen Diazoverbindungen

摘要

Diazotized 3-amino-1,2,4-triazole reacted with 1,3-cyclohexanedione or its 5,5-dimethyl derivative to give the tricyclic 1,2,4-triazine derivatives1 aand1 b. With 1,3-indanedione the tetracyclic compound8was obtained. Compound1 aor the diacetyl derivative4 aare transformed in an acid catalyzed reaction into the fully aromatic system6 awith simultaneous rearrangement. Chemical reductions of systems1, 10and12have been investigated and the compounds9, 11and13were isolated and identified. Diazotized 2-aminothiazole readily formed the coupling products with reactive methylene compounds, but only14could be prepared pure by cyclodehydration.