Organic Lab Reactions 299

Organic Lab Reactions 299 - 294 THE AROMATIC PEIMARY AMINO...

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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.
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