aniline to ortho bromoaniline

Then remove sulfonic acid group by desulfonation and you will obtain your ortho-bromoaniline. In the above reaction when aniline comes in the vicinity of bromine water, then the bromine molecule develops a polarity within itself and bromine with a slightly positive charge acts as an electrophile (electron seeking) and attacks the electron rich ortho and para positions of aniline. React Aniline with acetic anhydride and then Bromination (para major product is formed and ortho minor product is formed) diavinad8 and 164 … Aniline is a ortho para activator. Acid/alkaline hydrolysis gives p-bromoaniline. Therefore we reduce the activity of aniline by the reaction of aniline and ethanoyl chloride (CH 3 COCl). When liquid bromine (Br 2(l)) is added to the aniline, it gives 2,4,6-bromoaniline. Treatment with bromine/acetic acid gives p-bromoacetanilide. In this case both substituents will direct the electrophilic substitution in ortho- position with respect to amino group. But we need only one bromine atom to connect to the para position of aniline. Aniline is heated with acetic anhydride to form acetanilide.

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