34838-11-4Relevant articles and documents
The 'inverse electron-demand' Diels-Alder reaction in polymer synthesis. Part 2. Some bis(1,2,4-triazines) as potential bis-diene monomers
Bruce, Michael J.,McLean, Gillian A.,Royles, Brodyck J. L.,Smith, David M.,Standring, Paul N.
, p. 1789 - 1796 (2007/10/02)
Synthetic approaches to a series of 5,5'-linked bis(1,2,4-triazines) are described: these are potential monomers in Diels-Alder polymerisation processes.Oxidation of bis(α-bromophenylacetyl) substituted aromatic compounds with dimethyl sulfoxide, or (better) oxidation of diacetyl- or bis(phenylacetyl) substituted aromatic compounds with hydrogen bromide in dimethyl sulfoxide, gives the corresponding bis(1,2-diketones) and bis(α-keto aldehydes); these are converted into 3,3'-bis(methylsulfanyl)-5,5'-arylenebis(1,2,4-triazines) by reaction with S-methylthiosemicarbazide.The methylsulfanyl groups may then be oxidised by standard methods to give the corresponding methylsulfinyl or methylsulfonyl compounds, although the oxidised products show a tendency to decompose on storage.
