In 2015,Pogrebnoi, Vsevolod published 《New N-glucosylated substituted anilines》.Chemistry Journal of Moldova published the findings.Quality Control of 3,5-Dibromoaniline The information in the text is summarized as follows:
The reaction of (+)-D-glucose 1 with 4-chloroaniline 6b or 3,5-dibromoaniline 12 leads almost exclusively to the β-configuration of N-glucosylated anilines 7b and 13. Acetylated derivatives 8b, 14 and 15 were obtained by dissolving/suspending substances 7b and 13 in Ac2O/Py mixture The acetylation of 2-(3,5-dibromophenylamino)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol 13 is less selective than in the case of the 2-(4-chlorophenylamino)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol 7b and leads to compounds 2-(acetoxymethyl)-6-(3,5-dibromophenylamino)tetrahydro-2H-pyran-3,4,5-triyl triacetate 14 and 2-(acetoxymethyl)-6-(3,5-dibromophenylamino)-5-hydroxytetrahydro-2H-pyran-3,4-diyl diacetate 15 in a 2:1 ratio. The product 14 is formed with greater selectivity and in a higher yield (up to 80%) when the reaction is catalyzed by DMAP and stored for one week at +4°C. The results came from multiple reactions, including the reaction of 3,5-Dibromoaniline(cas: 626-40-4Quality Control of 3,5-Dibromoaniline)
3,5-Dibromoaniline(cas: 626-40-4) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.Quality Control of 3,5-Dibromoaniline
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary