294 THE AROMATIC PEIMARY AMINO GROUP Inasmuch as the known 2-methoxy-5-nitrobenzoic acid is formed, the dinitro acid must be 2-methoxy-4,5-dinitrobenzoic acid. 142 EXPERIMENTAL PROCEDURES Ethanol Deaminations A number of carefully worked out ethanol procedures are available in Organic Syntheses. Collective Volume I, 2nd ed., 1941, contains direc-tions for the deamination of 3-bromo-4-aminotoluene (p. 133) and 3-nitro-4-aminotoluene (p. 415). The conversion of 2,4,6-tribromoaniline to 1,3,5-tribromobenzene is described in Collective Volume II, p. 592 (1943), and directions for deaminating 2-amino-5-iodobenzoic acid are given on p. 353 of the same volume. Hypophosphorous Acid Deaminations The deaminations of 3,3'-dimethoxybenzidine and 3,3'-dimethylbenzi-dine are described in Organic Syntheses.* 1 m-Nitrotoluene 82 from 3-Nitro-4-aminotoluene. In a 1-1. round.-bottomed flask are placed 45 cc. of concentrated hydrochloric acid (sp. gr. 1.19) and 90 cc. of water. The solution is heated to boiling, 30.4 g.
This is the end of the preview.
access the rest of the document.