We use the 2-dimensional σ model as a toy model to study the behavior of anomalous amplitudes in the limit where the constituent quark mass is small. Symmetry arguments tell that the π o → γ amplitude should vanish if m → 0, but we show that this conclusion is spoiled by infrared singularities. When a proper regularization (resummation of a thermal mass, for instance) is taken into account, this amplitude vanishes as expected. We also study the amplitude π o σ → γ and show that it does not vanish in the same limit.