Angeli–Rimini reaction

The reaction was discovered by the two Italian chemists Angelo Angeli and Enrico Rimini (1874–1917), and was published in 1896.

An added drop of ferric chloride will turn the solution an intense red when aldehyde is present.

The sulfonamide can be prepared by reaction of hydroxylamine and benzenesulfonyl chloride in ethanol with potassium metal.

The formation of the nitrene intermediate 10 is ruled out given the lack of reactivity of the chemical mixture towards simple alkenes.

The Angeli–Rimini reaction has recently been applied in solid-phase synthesis with the sulfonamide covalently linked to a polystyrene solid support.