Von Braun reaction

Von Braun reaction

The Von Braun reaction is an organic reaction in which a tertiary amine reacts with cyanogen bromide to an organocyanamide [Von Braun, Heider, and Muller, Ber., 51, 281 (1918).] . An example is the reaction of "dimethyl-α-naphthylamine" [Organic Syntheses, Coll. Vol. 3, p.608 (1955); Vol. 27, p.56 (1947). http://www.orgsynth.org/orgsyn/pdfs/CV3P0608.pdf] :

The reaction mechanism consists of two nucleophilic substitutions: the amine is the first nucleophile displacing the bromine atom which then acts as the second nucleophile [JerryMarch] .

ee also

* Von Braun amide degradation

References


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