Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing
Patent
1993-04-16
1994-07-19
Robinson, Allen J.
Organic compounds -- part of the class 532-570 series
Organic compounds
Amino nitrogen containing
564156, 564157, 564158, 564162, 564164, 564166, 564179, 564184, 564219, 564220, 564414, 564441, C07C23108
Patent
active
053310993
ABSTRACT:
A process for preparing p-nitroaromatic amides is provided which comprises contacting an amide and nitrobenzene in the presence of a suitable solvent system, and reacting the amide and nitrobenzene in the presence of a suitable base and a controlled amount of protic material at a suitable temperature in a confined reaction zone. The p-nitroaromatic amides of the invention can be reduced to p-aminoaromatic amides. In one embodiment, the p-aminoaromatic amide is further reacted with ammonia under conditions which produce the corresponding p-aminoaromatic amine and the amide starting material which can be recycled or with water in the presence of a suitable basic or acidic catalyst under conditions which produce the corresponding p-aminoaromatic amine and the acid or salt thereof corresponding to the amide starting material. In another embodiment, the p-aminoaromatic amine is reductively alkylated to produce alkylated p-aminoaromatic amine. The p-nitroaromatic amide can be reacted with ammonia under conditions which produce the corresponding p-nitroaromatic amine and the amide starting material which can be recycled or with water in the presence of a suitable basic or acidic catalyst under conditions which produce the corresponding p-nitroaromatic amine and the acid or salt thereof corresponding to the amide starting material. In one embodiment, the p-nitroaromatic amine is reduced to produce p-aminoaromatic amine. In another embodiment, the p-aminoaromatic amine is reductively alkylated to produce alkylated p-aminoaromatic amine. In another embodiment, the p-nitroaromatic amine is reductively alkylated to produce p-aminoaromatic amine.
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Bashkin James K.
Stern Michael K.
Bolding James C.
Burn Brian M.
Goetz Kenneth D.
Monsanto Company
Passley Paul L.
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