Bromination of a benzene based molecule
You can deduce the end product from considering the change in the molecular formula from start to finish. Aromatic bromination results in the loss of one hydrogen and gain of one bromine, bromination of the double bond results in no loss of hydrogen but gain of two bromines and the Sandmeyer reaction results in loss of two hydrogens. Therefore the intermediate must have fourteen hydrogens which means only one aromatic bromination has taken place.

The aromatic bromination likely produces a major product with the bromine at the ortho position shown. The amine group strongly activates the positions ortho and para to it so substitution will occur at one of these three positions. I suspect the one shown is most likely due to the bulky nature of the other attatched group, which stericically hinders attack at the other two positions.