2,3-Dimethylaniline → HCID 20512473, compound

Participants

Reaction Steps

A mixture of 29.5 g (0.15 moles) of N-(β-chloropropyl)-2,6-dimethyl-aniline, prepared as described in Example 3, Method (b), point (a), 37.2 ml (36.3 g, 0.3 moles) of 2,3-dimethylaniline and 0.5 g (3 mmoles) of potassium iodide is stirred at 100° to 105° C. for 3 hours under nitrogen atmosphere. The mixture is allowed to cool, admixed with 30 ml of isopropanol, the separated precipitate is filtered off, washed with cold isopropanol and dried. In this way 14.25 g (30.2%) of 2,3-dimethylaniline hydrochloride are separated. The filtrate is admixed with 200 ml of water, the mixture is acidified with 20% aqueous hydrochloric acid, the separated precipitate is filtered off, washed with water and dried. 30.2 g (56.7%) of 1-(2',6'-dimethylphenyl-amino)-2-(2',3'-dimethylphenyl-amino)propane dihydrochloride are obtained. This salt is treated as described in Example 3, Method (b) point (c) to obtain the free base. The base is isolated by extracting the mixture with chloroform. The resulting substance is an oil at room temperature.

Provenance & Evidence