《N -Methylated 1,8-Diaminonaphthalenes as Bifunctional Nucleophiles in Reactions with α,ω-Dihalogenoalkanes: A Facile Route to Heterocyclic and Double Proton Sponges》 was published in Synthesis in 2020. These research results belong to Kolupaeva, Ekaterina V.; Ozeryanskii, Valery A.; Pozharskii, Alexander F.. SDS of cas: 623-24-5 The article mentions the following:
The reaction of 1-dimethylamino-8-(methylamino)naphthalene with 1,3-dibromopropane chemoselectively leaded to the product of N, N’-heterocyclization, while in the case of 1,4-dibromobutane and 1,2-bis(bromomethyl)benzene the process resulted in heterocyclization onto the same nitrogen atom with the formation of previously unknown 1-dimethylamino-8-pyrrolidino- and 1-dimethylamino-8-isoindolino-naphthalenes. The same reactions conducted without adding any auxiliary base leaded to the formation of N, N’-linked double proton sponges as a new type of polynitrogen organic receptor. Proceeding as a sequence of quaternization-demethylation-cyclization steps, this heterocyclization process was used to construct six-membered rings (piperidino, morpholino), albeit in lower yields. The ability of 1,2-dibromoethane to brominate N-alkylated 1,8-diaminonaphthalenes was described. It is shown for the first time that a com. available 1,8-bis(dimethylamino)naphthalene (DMAN) can be used as a starting material in a heterocyclization reaction, which via a one-pot approach and in a short time can be converted into 1,5-dimethylnaphtho[1,8- bc]-1,5-diazacyclooctane or 1-dimethylamino-8-(pyrrolidin-1-yl)naphthalene. In the experiment, the researchers used many compounds, for example, 1,4-Bis(bromomethyl)benzene(cas: 623-24-5SDS of cas: 623-24-5)
1,4-Bis(bromomethyl)benzene(cas: 623-24-5) belongs to organobromine compounds.Organobromine chemicals are produced naturally by an array of biological and other chemical processes in our environment. Organobromine compounds are produced naturally by marine creatures (sponges, corals, sea slugs, tunicates, sea fans) and seaweed, plants, fungi, lichen, algae, bacteria, microbes, and some mammals. SDS of cas: 623-24-5
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary