Process for making nitro and amino substituted benzamides

Details Process for making nitro and amino substituted benzamides Process for making nitro and amino substituted benzamides

1997-08-15

1999-01-12

Kumar, Shailendra

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

564143, 564163, 564166, 564415, 564416, C07C23102

Patent

active

058592997

ABSTRACT:
A process is provided for the production of nitrobenzamides or aminobenzamides having the formula: ##STR1## in which n is 1 or 2, preferably 1, X is an amino or nitro group and R is hydrogen, unsubstituted alkyl or alkyl substituted by halogen, C.sub.1 -C.sub.4 -alkoxy, phenyl, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, a mono- or di-C.sub.1 -C.sub.4 alkylated amino group or by --SO.sub.3 M in which M is hydrogen, an alkali metal atom, ammonium or a cation formed from an amine, which process comprises reacting a nitrobenzoyl chloride having the formula: ##STR2## in which n has its previous significance, with an aqueous solution of an amine having the formula NH.sub.2 --R in which R has its previous significance, in the presence of an inert organic solvent, to produce a compound having the formula: ##STR3## in which n and R have their previous significance; and finally optionally reducing the nitro group(s) to amino group(s).

REFERENCES:
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patent: 5472983 (1995-12-01), Flitter et al.
J. Am. Chem. Soc., 60, 1938, p. 1081.
Derwent Abst. 123:228829, 1994.
Coll. Czech. Chem. Communs., 1960, vol. 25, pp. 1281-1286.
Chem. Abst. 83:43077m, 1982.
Derwent Abst. 69:26806, 1968.

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