Chlorination And the Formation of Chloro Amines By Means of Nitrogen Trichloride

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11 Hentschel, Ber. , 30, 2643 (1897).
12 Beilstein and Kurbatow, Ann. , 196, 230 (1879). 11 Langer, ibid. , 217, 120 (1882).
H /Cl / /Cl /H R " N \ci + HC1 "^ R ~ N \ci "^ R ~ N \ci + Cla Cl /H \C1 H //H /H ~ N \CI ~^ R ~ N \H Cl One of us 14 has shown that nitrogen trichloride and hydrochloric acid yield ammonium chloride and chlorine quantitatively, even in the absence of water. A similar explanation of the mechanism of the reaction was given.
The amines were extracted with ether after the ad
...dition of alkali to the aqueous solutions, and subsequently studied. From the method of formation and the presence of an excess of chlorine in the solutions a mix- ture of chlorinated amines was to be expected. This proved to be the case, the products evidently consisting of mixtures of chlorinated anilines and toluidines, respectively. These products when first obtained by evaporation of the ether from a dry ether solution, were viscous liquids. In the case of the product from benzene, a crystalline substance was ob- tained by recrystallization from ether and ligroin.

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