In the above conversion why doesn't bromine add to methyl group? Is the first reaction following free radical or polar reaction (Friedel-Crafts). If it's following free radical mechanism then Br should add to CH3, if it's F-C substitution then why there is no catalyst when NO2 is deactivating group?
What would be the change if I first do seconds step (i.e reduction to amine) and then bromination? Would it be wrong to do bromination at last?
Is the intermediate (2-bromo-4-nitrotoluene) the only major product of first step?