Synthesis of unsymmetrical dihydro triazine-2,4-diones by the N-N bond fragmentation of urazoles followed by intramolecular cyclization was written by Panga, Subhaskar R.;Hall, Roger G.;Samant, Rashmi V.;Montgomery, Mark;Shyadligeri, Ashok S.. And the article was included in Tetrahedron Letters in 2022.Application In Synthesis of 1-Bromopyrrolidine-2,5-dione This article mentions the following:
A new synthesis of unsym. dihydro triazine-2,4-diones I (R1 = Ph, 3-ClC6H4, 4-MeOC6H4, 1-phenyl-3-trifluoromethylpyrazol-5-yl, etc., R2 = H, R3 = Me; R1 = 4-ClC6H4, R2 = H, Me, R3 = Me, Et, i-Pr) has been accomplished through the strategy of a base-induced fragmentation of urazole derivatives II followed by an intramol. cyclization. Treating substituted urazole derivativesII with LDA resulted in fragmentation of the N-N bond generating an imine, which was trapped in an intramol. fashion to give products I in good to excellent yields. Features of this transformation include atom economy and a broad tolerance of aryl substituents. Where differentially substituted urazole derivatives were employed, only one dihydrotriazine-2,4-dione isomer was obtained. The transformation of the formed dihydrotriazine-2,4-diones into triazine-2,4-diones and triazine-2,4,6-triones has been demonstrated, enlarging the scope of this approach. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Application In Synthesis of 1-Bromopyrrolidine-2,5-dione).
1-Bromopyrrolidine-2,5-dione (cas: 128-08-5) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.Application In Synthesis of 1-Bromopyrrolidine-2,5-dione
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary