Collins, Ian; Suschitzky, Hans published an article in 1970, the title of the article was Polyhaloaromatic compounds. XIV. Nucleophilic substitution and peroxy-acid oxidation of pentabromopyridine and some of its NN-dialkylamino- and bis(NN-dialkylamino)-derivatives.Category: pyridine-derivatives And the article contains the following content:
Pentabromopyridine was treated with various nucleophiles, such as alkoxides and primary and secondary amines. In the last case, with benzene as the solvent, 2(6)-substitution occurred exclusively, whereas use of EtOH as solvent produced the 4-isomer also. In all other cases a mixture of the 4- and 6-isomer was obtained. Oxidation of pentabromopyridine with peroxytrifluoroacetic acid yielded the corresponding 1-oxide as well as three isomeric tetrabromopyridine 1-oxides by protodebromination. Oxidation of 2-N,N-dialkylaminotetrabromopyridines gave hydroxylamines by mol. rearrangement of the intermediate N-oxide, whereas the 4-isomer gave a mixture of 4-nitroso-, 4-nitro-, and 4-aminotetrabromopyridines by an established mechanism. The nitro group in tetrabromo-6-nitropyridine was readily replaced with piperidine but not that in the 4-nitro isomer. Comparisons are drawn between the reactions of polybromo- and the corresponding polychloro-, and, in some cases, polyfluoropyridines, and reasons for differences are advanced. Concurrence of protodebromination and nucleophilic substitution is discussed. The experimental process involved the reaction of 3,5-Dibromo-4-methoxypyridine(cas: 25813-24-5).Category: pyridine-derivatives
3,5-Dibromo-4-methoxypyridine(cas:25813-24-5) belongs to pyridine-derivatives. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Category: pyridine-derivatives