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Reduction of Nitro Compounds to Amines

Reduction of Nitro Compounds to Amines: Reduction of Nitro Group to Nitroso Group

In the first step of the reduction, the positively charged nitrogen atom takes up an electron with concomitant addition of a proton to the double-bonded oxygen.

Fig.1

After the addition of a second proton, water is eliminated yielding the nitroso compound.

Fig.2

In neutral or weakly acidic solution, the reaction can be stopped at the hydroxylamine stage. The N-substituted hydroxylamine can be isolated and under certain conditions re-oxidized to the nitroso compound.

Fig.3
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