The \(1^0\) amine forms corresponding substituted oxamide which is a crystalline solid; while \(2^o\) amine forms a diethyl oxamic ester which is a liquid and \(3^o\) amine does not react with diethyl oxalate since it does not contain a replacable hydrogen atom.
\(\underset{{{1}^{o}}\,\,amine}{\mathop{RN{{H}_{2}}}}\,\,+\,\begin{matrix}
COO{{C}_{2}}{{H}_{5}} \\
|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \\
COO{{C}_{2}}{{H}_{5}} \\
\end{matrix}\) \(\to \) \(\underset{\left( \begin{smallmatrix}
oxamide \\
crystalline
\\
solid
\end{smallmatrix} \right)}{\mathop{\begin{matrix}
CONHR \\
|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \\
CONHR \\
\end{matrix}}}\,+2{{C}_{2}}{{H}_{5}}OH\)
\(\underset{{{2}^{o}}\,\,amine}{\mathop{R_2N{{H}}}}\,\,+\,\begin{matrix}
COO{{C}_{2}}{{H}_{5}} \\
|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \\
COO{{C}_{2}}{{H}_{5}} \\
\end{matrix}\) \(\to \) \(\underset{\begin{smallmatrix}
N,N\,-\,dialkyl\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \\
oxamic\,\,ester
\end{smallmatrix}}{\mathop{\begin{matrix}
CO-N{{R}_{2}} \\
|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \\
COO{{C}_{2}}{{H}_{5}} \\
\end{matrix}+{{C}_{2}}{{H}_{5}}OH}}\,\)
\(\underset{{{3}^{o}}\,\,amine}{\mathop{R_3N}}\,\,+\,\begin{matrix}
COO{{C}_{2}}{{H}_{5}} \\
|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \\
COO{{C}_{2}}{{H}_{5}} \\
\end{matrix}\) \(\to \) No reaction
$A\,and\,C\,\xrightarrow{{{\text{Diazotization}}}}\,P + Q\,\xrightarrow[{(ii)\,oxidation\,\left( {KMn{O_4} + {H^ + }} \right)}]{{{\text{(i) Hydrolysis}}}}$$\begin{array}{*{20}{c}} {R\left( {product\,of\,A} \right)} \\ { + \,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,} \\ {s\,\left( {prosuct\,of\,C} \right)} \end{array}$
(જ્યાં $Me$ એ- $CH _{3}$ છે.)