Synthesize the trisubstituted benzene I am trying to synthesize 1-(2-amino-4-chlorophenyl)ethan-1-one from benzene. The answer I came up with is that the benzene must undergo nitration first, then halogenation, then hydration for $\ce{NO2}$ to be $\ce{NH2}$, then acylation. But from the readings I've made acylation cannot happen with $\ce{NH2}$. Is there another way to synthesize this to benzene?
You can synthesize your desired compound from Benzene in the following way. 

First, you can synthesize m-dinitrobenzene, and perform selective reduction to have 3-nitroaniline. Now, you can acylate the ring by first protecting the amine group. After acylation you can convert the amide to amine by acidic hydrolysis, diazotize the amine group and perform Sandmeyer's reaction. Then just reduce the remaining nitro group to amine to have your product. 

The synthetic scheme is given below,