72848-48-7Relevant articles and documents
A under the microwave radiation in the aqueous phase catalytic synthesis of phenazine compounds
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Paragraph 0043; 0048, (2017/10/06)
The invention discloses a method for catalytically synthesizing phenazine compounds in a water phase under microwave radiation, which comprises the following steps: adding a catalytic amount of catalyst ferric chloride or nickelous chloride, a cocatalyst lithium proline, a substrate substituted 2-haloaniline, a phase-transfer catalyst 4-butyl ammonium chloride, 4-butyl ammonium bisulfate or 4-butyl ammonium bromide, an inorganic alkali or organic alkali and water into a reaction vessel, putting into a microwave reaction instrument, reacting at certain temperature under certain power for some time, concentrating under reduced pressure, and purifying the product by column chromatography. The method for preparing phenazine compounds is friendly to the environment, simple to operate and high in efficiency. Compared with the prior art, the method has the advantages of obviously higher reaction speed than conventional heating, mild reaction conditions, high yield, high safety, low cost and environment friendliness, and is simple to operate.
Synthesis of phenazines by Cu-catalyzed homocoupling of 2-halogen anilines in water
Yu, Lintao,Zhou, Xiangge,Wu, Di,Xiang, Haifeng
supporting information; experimental part, p. 75 - 78 (2012/04/17)
Phenazines are synthesized by Cu-catalyzed homocoupling of 2-iodoanilines or 2-bromoanilines in water in moderate to excellent yields up to 85%.
Benzenesulphenanilidyl Radicals. Part 3. Reactions of 4'-Substituted Benzenesulphenanilides with t-Butoxyl Radicals
Benati, Luisa,Montevecchi, P. Carlo,Spagnolo, Piero
, p. 1577 - 1582 (2007/10/02)
Decomposition products of the 4'-substituted benzenesulphenanilidyl radicals (2a, b, d, and e), generated from the corresponding benzenesulphenanilides (1) with t-butoxyl radicals, have been investigated in benzene, acetonitrile, and acetone.Results indicate that the decomposition modes exhibited by these radicals are not essentially influenced by variation of the solvent polarity; comparison of the findings with present and previous results from oxidation of (1) with lead dioxide show that the chemical reactivity trend displaced by the thioaminyls (2) can be greatlyinfluenced both by the reaction medium and the 4'-substituent.Evidence is presented that the benzenesulphenanilides (1b) and (1e) react in acetone in the presence of di-t-butyl hyponitrite to give products ascribable to homolytic substitution at the sulphenanilide sulphur by acetonyl radicals.
Benzenesulphenanilidyl Radicals. Part 2. Substituent and Solvent Effects on the Reactivity of 4'-Substituted Benzenesulphenanilidyl Radicals Produced by Oxidation with Lead Dioxide of the Corresponding Benzenesulphenanilides
Balboni, Claudio,Benati, Luisa,Montevecchi, P. Carlo,Spagnolo, Piero
, p. 2111 - 2117 (2007/10/02)
Oxidation of benzenesulphenanilide (1d) with lead dioxide in benzene affords the p-benzoquinone diimine (5d) together with minor amounts of N,N-bis(phenylthio)aniline (4d) and diphenyl disulphide (7a).The formation of the products is explained in terms of p-C-N coupling of the benzenesulphenanilidyl radicals (2d) and subsequent fragmentation of the resulting dimer.A similar trend is observed in the oxidation of 4'-chloro- and 4'-bromo-benzenesulphenanilides (1e) and (1f), whereas 4'-nitrobenzenesulphenanilide (1g) leads to the o-phenylenediamine (12g), arising from o-C-N coupling of the sulphenanilidyl radical (2g).The oxidation of the sulphenanilides (1e) and (1f) in acetonitrile produces the phenazines (3e) and (3f) and the disulphide (7a), whereas the anilide (1g) and 4'-cyanobenzenesulphenanilide (1h) give azobenzenes (11g) and (11h) and the disulphide (7a); these results are discussed in terms of a possible mechanism involving oxidation of the N-N dimers (14e-h) which are in rapid equilibrium with the corresponding sulphenanilidyl radicals (2e-h).Evidence is also presented that the oxidation of 2-nitrobenzenesulphenanilides leads to products ascribable to intermediate 2-nitrobenzenesulphenanilidyl radicals, in contrast with a previous claim.