Electrophilic aromatic subsitution

Started by phungy
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phungy

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This is the website I'm using: http://www.chemistry.ohio-state.edu/organic/flashcards/

I know the ortho/para and meta directors. Step 1 is nitration and OCH3 is ortho/para while SO3H is meta directing but why is NO2 placed meta to OCH3 and ortho to SO3H likewise for Step 2, bromination? Shouldn't NO2 and Br be ortho to OCH3 and meta to SO3H?

Thanks!
 

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in situations where there are more than one substituent already on the ring the activators always direct, and yes in that case both groups should be ortho to och3. That reaction is wrong!