aniline to ortho bromoaniline

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

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