Padwa, Albert published the artcileSynthetic approaches toward the bi(2H-azirine) system, Category: bromides-buliding-blocks, the publication is Journal of Organic Chemistry (1979), 44(19), 3281-7, database is CAplus.
Three different approaches toward the synthesis of the bis(2H-azirine) system (I) were investigated. The 1st route is based on a modified Neber reaction in which the bis(trimethylhydrazonium) salt of 2,3-dimethyl-1,4-diphenyl-1,4-butanedione was treated with base. No indication of any bis(2H-azirine) could be detected in this reaction. In a 2nd approach, the reaction of 2-styryl-3-phenyl-2H-azirine with iodine azide was investigated. The major product isolated from this reaction was 1-phenyl-5-(1-azidocinnamyl)tetrazole. Subsequent studies with model systems showed that the reaction of IN3 with 3-phenyl-2-substituted 2H-azirine gives azidotetrazoles in moderate yield. The reaction involves the addition of IN3 across the CN double bond followed by ring opening of a transient iodoaziridine. Attack of azide on the incipient carbonium ion followed by electrocyclization of the azidoimine formed readily accommodates the formation of the tetrazole ring. The 3rd approach used for the synthesis of the bis(2H-azirine) system involved an attempt to dimerize 2-chloro-2H-azirines with activated metals or by electrolysis. 2-Chloro-2-methyl-2-phenyl-2H-azirine rearranges to the isomeric 2-chloro-3-methyl-2-phenyl-2H-azirine in solution This rearrangement is consistent with the intermediacy of an azacyclopropenyl ion chloride pair. All attempts at dimerization proved unsuccessful.
Journal of Organic Chemistry published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Category: bromides-buliding-blocks.
Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary