After a review of the various methods found in the literature, a series of reactions were selected which were reported to have good yields. Using p-nitrotoluene as a starting material, a simultaneous oxidation and reduction with sodium polysulfide was investigated as a means of making p-aminobenzaldehyde. Experimental procedures and yields were reported, and improved methods of recovery were described. Using p-aminobenzaldehyde from the first reaction, a condensation with malonic acid, in pyridine-piperidine medium, was investigated as a means of preparing p-aminocinnamic acid. A recommended procedure was described, and some suggestions were made concerning the completion of the synthesis of p-acetamidocinnamic esters.
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