Synthesis of substituted 3‐amino[6,5‐b]triazinoindoles

Abstract 4‐[(9‐Methyl‐as‐triazino[6,5‐b]indol‐3‐yl)amino]‐2‐methyl‐2‐butanol (13) and the corresponding 2‐methyl‐3‐imino derivative 12 were synthesized and tested in vitro against Rhino 2 virus. The two compounds were more active than the known triazino[5,6‐b]indole 4. 2,9‐Dimethyl‐3‐methoxy‐9H‐as‐triazino[6,5‐b]indolium tosylate (21) and the related 3‐methylthio compound 9 were prepared. Quaternary 21 formed a pseudo base, 22a, whereas quaternary 9 did not form a pseudo base.