Abstract
Nine esters of 4-nitro-2-sulfamoylbenzoic acid were prepared by the alcoholysis reaction of passing hydrogen chloride into a refluxing solution of 6-nitrosaccharin in the appropriate alcohol. Reduction of these alkyl 4-nitro-2-suIfamoylbenzoates using hydrogen and palladium-on-carbon catalyst gave the following alkyl 4-amino-2-sulfamoylbenzoates: methyl; ethyl; »-propyl; isopropyl; n -butyl; sec-butyl; n- pentyl; 1-ethylpropyl; and n -hexyl. Also synthesized was isopropyl 6-amino-2-sulfamoylbenzoate. Many of these compounds possessed marked anticonvulsant activity as indicated by their prevention of the effect of strychnine or maximal electric shock in mice.
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