Schmidt reaction

What is Schmidt reaction?

The Schmidt reaction, also known as the Schmidt rearrangement, is a chemical reaction that involves the addition of hydrazoic acid to carboxylic acids, aldehydes, and ketones under acidic conditions.

Schmidt reaction - general reaction scheme - Schmidt rearrangement
Schmidt reaction

The products of this reaction are amines, nitriles, and amides, respectively. During the Schmidt reaction, tertiary alcohols and substituted alkenes undergo a transformation that results in the formation of imines upon treatment with hydrazoic acid.

References

Schmidt, K.F. (1924), Über den Imin-Rest. [On the Imin Remnant.] Ber. Dtsch. Chem. Ges. A/B, 57: 704-706. https://doi.org/10.1002/cber.19240570423

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