2489-92-1Relevant academic research and scientific papers
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.
Preparation of tetraketones
-
, (2008/06/13)
A method of preparing tetraketone precursors which are useful in the production of high temperature resistant polyquinoxaline resins. Suitable diketones are oxidized with a halogenating agent, such as cupric halide or hydrogen bromide, and dimethylsulfoxide to produce the corresponding tetraketone. The tetraketones which can be produced by the instant process have the formula: STR1 wherein R is hydrogen or an aryl, substituted aryl, heterocyclic or substituted heterocyclic radical and R' is an aryl, substituted aryl, arylalkyl, arylether, arylthioether, arylsulfoxide, arylsulfone, heterocyclic or substituted heterocyclic radical.
