Confirmation of the Intramolecular Nature of the Hofmann “Haloamide” Reaction by Double Labeling

Organic Ions in the Gas Phase. XII. Aniline

“…4 Experimental Aniline-3-d and -N15 were available from an earlier study. 6 We are indebted to John G. Burr, Jr., of North American Aviation, for the gift of a sample of aniline-2,4,6-dj.7 Unlabeled aniline was redistilled commercial material. Isotopic composition of the labeled species was determined by mass spectrometry at reduced ionizing voltage8: aniline-3-á, 95.8%; aniline-2,4,6ds, 96.8% (-do, 0.2%; -do, 2.5%; -dit 0.5%); and aniline-N16, 31.9%.…”

Photochemical Synthesis of Anilines via Ni-Catalyzed Coupling of Aryl Halides with Ammonium Salts

“…15 N-labeled compounds are of significance in studying the pharmacokinetics and metabolism of bioactive compounds are usually prepared by a nitration–reduction process with 15 N-labeled nitric acid as the nitrogen source. , As summarized in Table , using this light-driven Ni­(II)-catalyzed C–N coupling reaction, 15 N-labeled anilines could be readily accessed with commercially available 15 NH 4 Cl, a cheaper and more conveniently handled nitrogen-15 source. It should be noted that there has been only one literature example of 15 N-labeled anilines being prepared via C–N coupling reaction .…”