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Synthesis of Sulfanilamide

chemdude
in Homework Help

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Can someone please help me with the following question regarding the synthesis of sulfanilamide from aniline lab:

 

Comment on the feasibility of the following alternative (see image below) as a synthetic route to sulfanilamide. How could this synthesis be modified to more successfully produce sulfanilamide?

 

rxnsjpgmb2.th.jpg

rxns jpg.jpg

I would probably protect the -NH2 group with an acetyl group. Sulphonation I would probably carry out with ClSO3H (in xs) giving p-CH3C(O)NHC6H4SO2Cl. Treat with NH3 and hydrolyse to give sulphanilamide

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