Angeli-Rimini hydroxamic acid

The reaction is based on an early observation by Angeli and Ahrens that Piloty s acid converted aldehydes to hydroxamic acids, and this has formed the basis of the Angeli-Rimini aldehyde test. Di Maio and Tardella propose the above reaction sequence, consistent with the observed second-order kinetics. The possibility that benzenesulfon-hydroxamic acid would decompose in alkali to give nitroxyl (HNO)... 

Angeli and Rimini discovered that A-hydroxybenzenesulfonamide 211 formed hydroxamic acids in fair to good yields if treated with aldehydes in the presence of sodium methoxide in MeOH (Scheme 9i) 6 69 Unfortunately, the acidic worknp afforded the desired hydroxamic acid together with the benzenesnlfinic acid 212 as a byprodnct. 

Angelo Angeli s name, along with that of Enrico Rimini (1874—1917), is often associated with the chemical reaction that bears their names. In 1896 Angeli, and independently Rimini, discovered the reaction between an aldehyde and a sulfonamide to form a hydroxamic acid they published their discoveries in the same year [115, 116]. The reaction was mainly used as a chemical test in the dairy industry for detecting the presence of aldehydes as a consequence of food storage. The Angeli-Rimini reaction has been recently applied in solid-phase synthesis [117]. 

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