SULPHONATION OF ORTHO TOLUIDINE
Of the possible sulphonic acids of ortho toluidine the commercial product of former days was the one in which the sulphonic acid group was in the para position to the amino group, and meta to the methyl group; thus this acid could find use in preparing the toluene meta sulphonic acid if a method of replacing the amino group by hydrogen could be found. This acid is not now on the market in America because of its limited use in dyestuffs. It is mentioned in Schultz and Julius, (“Farbestoff Tabellen”, 1894 Edition, Trans. by F. C. Green), Cain, (“The Manufacture of Intermediate Products for Dyes”) and Nevile and Winther, (Ber. d. chem. Ges. 13, 1940.), which latter give a method of preparation which was used industrially,—the baking of ortho toluidine sulphate. Their description is rather indefinite but after a few preliminary trials a suitable method was found. I will describe all the experiments attempted, and include the one finally adopted. The ortho toluidine used was (“Practical.”) obtained from Eastman Kodak Co.