Aminolysis of Nuclear Halogenoquinoxalines

2-Chloroquinoxaline gave 2-piperidino- (67) [HN(CH2)5, Et20, 20°C, h 94% kinetics in Mc2SO also reported], 2-m-toluidino- (68) [H2NC6H4Me-m, HCI-H2O, reflux, 5h 89% analogs likewise] or 2-(benzotriazol- 

2-Chloroquinoxaline with appropriate substituted anilines gave 2-(substituted anihno)quinoxalines (preparative and kinetic aspects were measured in MeOH and EtOH at various precise temperatures).  

From Di- or Poly halogenoquinoxalines without Other Substituents 

Note Even when two halogeno substituents occupy the activated 2- and 3-positions, it is usually possible to achieve monoaminolysis under gentle conditions after replacing one such halogeno substituent, the other is substantially deactivated by the adjacent amino group and hence requires more severe conditions to bring about diaminolysis. 

3-Dibromoquinoxaline gave 2-(A-allyl-A-benzylamino)-3-bromoquinoxaline (73) (PhCH2NHCH2CH=CH2, dioxane, reflux, 24 h 95%).  

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