Ee. Korshin et al., AMINOAMIDINES .7. 2-(ARYLAMINOMETHYL)IMIDAZOLINES AND THEIR ACYLATED DERIVATIVES, Russian chemical bulletin, 43(3), 1994, pp. 431-438
2-(Arylaminomethyl)imidazolines were prepared by the reaction of aryla
minoacetonitriles with ethylenediamine in the presence of catalytic am
ounts of P2S5 These imidazolines react with aroyl chlorides (1 : 2 rat
io) to give diacylation products. In the case of a 1 : 1 mole ratio as
well as on treatment with Ac2O in Et(3)N, monoacylation at the imidaz
oline ring predominantly occurs. Isomeric 2-(N-benzoyl-N-arylaminometh
yl)imidazolines were obtained from N-benzoyl-N-arylaminoacetonitriles
by the Pinner method. 2-(N-Aroyl-N-arylaminomethyl)benzimidazoles and
-benzoxazoles were synthesized in a similar way.