Recently we studied the reaction of quarternary system consisting of metallic acetate, amine, carbon monoxide and methanol.
The reaction systems containing mercuric, thallic and cupric acetates as the metallic On the contrary, silver acetate am0unts.l) In these reactions, acetate component gave urethane in preference to formamide.
produced formamide as a main product and urethane in trace amine and methanol were used in large excess to metallic acetates.
In the present communication we report the formation of oxamide in the three components reaction of silver acetate, diethylamine and carbon monoxide in the absence of methanol.
AgOAc HN(C2H5& + CO ~--) (H,C2)2N;$N(C2H5)2 00
To a high pressure vessel, silver acetate, diethylamine and reaction solvent were added at room temperature, to which carbon monoxide was compressed up to 75 kg./cm. 2 at -78'C.
The tube was closed and heated at the desired temperature. Then carbon monoxide was purged off. The reaction mixture was immediately distilled without filtration. The first fraction of distillation boiling at temperatures up to 140Β°C underatmosphericpressure contained reaction solvent and unreacted diethylamine, and the second fraction at temperatures up to 180Β°C under 1 mmHg consisted of the carbonylated products. The second fraction was analyzed by gas chromatography. Oxamide (N,N,N',N'-tetraethyloxamide), formamide (N,N-diethyl formamide), urea (N,N,N',N'-tetraethylurea) and acetamide (N,N-diethyl acetamide) were obtained as the reaction products. Oxamide was isolated by preparative gas chromatography and identified by nmr and ir spectra analyses and also by the comparison of the retention time of gas chromatography with the authentic sample. Formamide. urea and acetamide were identified by the comparisons of the