The syntheses and oxidation analyses of organic compounds have so confirmed each other in many cases, that chemists are enabled to judge of the structure of a compound from the oxidation products. Many chemists have used the oxidation method in special cases, the bodies operated upon belonging principally to the fatty series; but until Fittig and Beilstein published their memoirs on the aromatic compounds, it was never applied to the systematic study of a hydrocarbon and its derivatives. But although the syntheses and oxidation analyses of the derivatives of benzol confirmed each other, still the structure of the original nucleus (benzol) remained unexplained. Kekulê's original and elegant speculations on the structure of benzol and its derivatives induced me to try the effect of oxidising agents on benzol, with the view of eliciting whether the carbon atoms would separate in the way theory pointed out. The carbon atoms in benzol may be supposed to be arranged in a closed chain, where the carbon affinities are bound two and one alternately.
Pwines, Pyrimidines, and Gly o x a h e s . Part X V . 3255 under different conditions to mixtures of the corresponding carboxyamide , carboxylic acid, and decarboxylated material.We now report the preparation of analogous 5-acetyluracils which are completely immune to hydrolysis by strong acid and may be used to advantage in N-terminal studies of proteins.N-Acetoacetylurethane (from diketen and urethane; cf. Part XI1 3) with ethyl orthoformate and acetic anhydride readily gave a good yield of the crystalline ethoxyacrylamide (I; R = Et). This with ammonia or methylamine gave the 5-acetyluracils (IV; R = H or Me), and with aniline gave the linear anilinoacrylamide (111; R = Ph) which cyclised to the acetyluracil (IV; R = Ph) when heated at its melting point or warmed with aqueous alkali. Hydrolysis of the ethoxyacrylamide (I; R = Et) under mild conditions with sodium hydroxide also gave the hydroxyacrylamide (I ; R = H) . (I) Me*CO*C(:CH*OR).CO*NH.CO,Et CNC(:CH*OEt)-CO*NH.CO,Et
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