Abstract
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 a and1 b. With 1,3-indanedione the tetracyclic compound8 was obtained. Compound1 a or the diacetyl derivative4 a are transformed in an acid catalyzed reaction into the fully aromatic system6 a with simultaneous rearrangement. Chemical reductions of systems1, 10 and12 have been investigated and the compounds9, 11 and13 were isolated and identified. Diazotized 2-aminothiazole readily formed the coupling products with reactive methylene compounds, but only14 could be prepared pure by cyclodehydration.
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Gorjan, S., Klemenc, B., Starič, M. et al. Über die Darstellung von kondensierten Azolo-[1,2,4]-triazinen aus heterocyclischen Diazoverbindungen. Monatshefte für Chemie 107, 1199–1208 (1976). https://doi.org/10.1007/BF00903808
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DOI: https://doi.org/10.1007/BF00903808