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Process for the production of p-(N-methyl)-aminobenzoyl-L-glutamic acid
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, (2008/06/13)
Process for the production of p-(N-methyl)-amino-benzoyl-L-glutamic acid. The process includes introducing a formyl group into p-(N-methyl)-amino-benzoic acid, with p-(N-methyl-N-formyl)-aminobenzoic acid being formed. The p-(N-methyl-N-formyl)-aminobenzoic acid is chlorinated with a chloridizing agent, such as, sulfonyl chloride or thionyl chloride, with p-(N-methyl-N-formyl)-aminobenzoic acid chloride forming. The p-(N-methyl-N-formyl)-aminobenzoic acid chloride is reacted with L-glutamic acid in the presence of a base as an acid acceptor, with p-(N-methyl-N-formyl)-amino benzoyl-L-glutamic acid forming. The p-(N-methyl-N-formyl)-amino benzoyl-L-glutamic acid is converted into p-(N-methyl)-amino benzoyl-L-glutamic acid by alkaline hydrolysis in a 2.5 to 3.5 normal caustic soda solution at 30° to 70° C. Intermediates which are obtained include: p-(N-methyl-N-formyl)-aminobenzoic acid; p-(N-methyl-N-formyl)-aminobenzoic acid chloride; and p-(N-methyl-N-formyl)-amino benzoyl-L-glutamic acid.