Regioselective reduction of 1-amino-2,4-dinitrobenzenes

Regioselective reduction of 1-amino-2,4-dinitrobenzenes

Custódio, Cíntia de Andrade; Garden, Simon J.

Abstract:

The selective reduction of dinitro compounds is an important synthetic strategy for the synthesis of intermediates for dyes, pharmaceuticals and agrochemicals. Reduction of nitro compounds can be performed by a large number of synthetic methodologies including hydrazine with catalytic ferric chloride, NaBH4/Raney nickel, catalytic hydrogenation, or by dissolving metals (Fe, Sn, Zn). However, many of these methods are not chemoselective nor regioselective for the reduction of substituted dinitro aromatics. The present study reports our findings with respect to the regioselective reduction of 1-amino- 2,4-dinitrobenzene derivatives with SnCl2 in EtOAc.

The selective reduction of dinitro compounds is an important synthetic strategy for the synthesis of intermediates for dyes, pharmaceuticals and agrochemicals. Reduction of nitro compounds can be performed by a large number of synthetic methodologies including hydrazine with catalytic ferric chloride, NaBH4/Raney nickel, catalytic hydrogenation, or by dissolving metals (Fe, Sn, Zn). However, many of these methods are not chemoselective nor regioselective for the reduction of substituted dinitro aromatics. The present study reports our findings with respect to the regioselective reduction of 1-amino- 2,4-dinitrobenzene derivatives with SnCl2 in EtOAc.

Palavras-chave:

DOI: 10.5151/chempro-15bmos-BMOS2013_2013819201721

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Como citar:

Custódio, Cíntia de Andrade; Garden, Simon J.; "Regioselective reduction of 1-amino-2,4-dinitrobenzenes", p-181-181. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-15bmos-BMOS2013_2013819201721