The direct reaction of alkali metals with certain aromatic hydrocarbons has been reported previously in the literature, the reaction of sodium with anthracene in ethyl ether solution1 being an example. Efforts to extend this reaction to simpler hydrocarbons such as naphthalene and diphenyl have met with very limited success. Schlenk and Bergmann were able to cause lithium to react with these hydrocarbons to a sufficient extent to make some examination of the products2 but reported no detectable reaction with sodium under similar conditions.
Analyzed as sodium salt. 6 Previously described by Buttle, Gray, and Stephenson* and Rosenthal, Bauer, and Branham.6 8 Mentioned but not described by Kamlet at American Chemical Society Meeting, Rochester, N. Y., September, 1937. d From 10% alcohol a product melting at 132°was obtained. This is a mixture of the salt and free base as was shown by analysis. In order to obtain the pure salt it is necessary to add a trace of hydrochloric acid to the dilute alcohol used for crystallizing.* Sodium salt purified by precipitation with acetone. 1 Reported but not described by Dochez and Slanetz [Science, 87, 142 (1938)]. 8 Reported but not described by Bauer and Rosenthal [Public Health Reports, 53, 40 (1938)]. ¿j-Uraminobenzenesulfonamide.-The procedure used in this preparation is that of Buck and Ferry.1 A mixture of 34.4 g. of ^-aminobenzenesulfonamide and 24 g. of nitrourea in 50 cc. of alcohol was warmed gently until evolution of gas ceased. The alcohol was then boiled off and the resulting solid recrystallized from water.The author wishes to thank Mr. Harold Emerson for the micro-analyses reported.
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