I'm going to asume you want to prepare the di-imine, since I can barely find anything on preparing a schiff base with an exposed amine group. The link shows a rather simple synthesis with a good yield (89% for 4-chlorobenzaldehyde)
This is another method using 4-hydroxybenzaldehyde but it should work as well since I've since similar synthesis but I coulnd't find the original source. I would reflux instead of keeping it at 60ºC since it's simpler and your reactant is slightly less reactive (marginally for this purposes tho)
EDIT: I forgot to put the link...
Article Synthesis and Characterization of Poly(urethane-ether azomet...