oxanilide

Oxanilide is an organic compound with the chemical formula C14H12N2O2. It is the diamide of oxalic acid and aniline, meaning it is formed by the reaction of oxalic acid with two equivalents of aniline. Structurally, it consists of an oxalyl group bridging two anilino groups. Oxanilide typically appears as a white crystalline solid. It has limited solubility in water but is more soluble in certain organic solvents.

The synthesis of oxanilide can be achieved by reacting diethyl oxalate with aniline, or by reacting oxalyl chloride with aniline. The reaction with oxalyl chloride is generally more vigorous. Oxanilide has found applications primarily as a chemical intermediate. It is used in the production of certain dyes and pigments, contributing to their color properties. Additionally, it can be employed in the synthesis of polymers and pharmaceuticals, though these applications are less common. Its stability and specific chemical reactivity make it a useful building block in organic synthesis.