Ausgehend von ortho‐Nitroanilinen (I) werden in einer zweistufigen Synthese die asymmetrischen Mercapto‐triazin‐N‐oxide (IV) hergestellt.

T h e 2-amino-as-triazino[6,5-c]quinoline as well as 3-aminopyrido[4,3-e]-as-triazine had previously been synthetized by BerCnyi (1) and Benko et a1 (2). In this paper, the ring transformation occuring in aqueous media of the dihydro intermediates and their salts, respectively appearing during the synthesis of 2-substitutedamino-as-triazino[6,5-c]quinolines, are reported.J. Ileterocyclic Chrm.. 18, 1537 (1981).In the course of preparation of our model compounds, 4-chloro-3-nitroquinoline (1) (3) was made to react with the appropriately substituted quanidine 2 and the intermediates obtained (3) were cyclized under alkaline conditions to yield as-triazino[6,5-c]quinoline-4-oxides (4).The reduction of the N-oxides 4a-h resulted in the required model compounds 5a-h which could only be isolated in the form of their salts. Without salt formation, the base underwent oxidation and the ring system became aromatic 6a-h. Scheme I

No abstract

Ringschlußreaktionen zur direkten Synthese der beiden Titelringsysteme werden untersucht, wobei beide Systeme vergleichend betrachtet werden.

No abstract