Condensed 1,2,4‐Triazines I: Behaviour of Phenanthro[9,10‐ e ]‐1,2,4‐triazine Derivatives Towards Alkylating and Reducing Agends, Grignard Reagents, and Amines

Alkylation of 3‐hydroxy‐phenanthro[9,10‐ e ]1,2,4‐triazine ( 1a ) yielded the N(2)‐alkyl derivatives 2a – 2b ; alkylation of the 3‐mercapto analogue 1b yielded the S‐alkyl derivatives 1f – 1i . 1a – 1b reacted with alkyl and aralkylmagnesium halides to yield the corresponding 3‐hydroxy‐, and 3‐mercapto‐5‐alkyl‐(aralkyl)‐phenanthro[9,10‐ e ]2,3,4,5‐tetrahydro‐1,2,4‐triazines 5a – 5f . Reduction of 1a yielded the hexahydrotriazine derivative 7 . Amination of 1c yielded the 3‐amino derivatives 1j – 1o after prolonged heating.