Quinoxaline derivatives. XI. Reaction of quinoxaline 1,4-dioxide and some of its derivatives with acetyl chloride (original) (raw)
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Tetrahedron, 1964
Base catalysed intramolecular cyclization of acyano-o-nitroacetanilides (la-d) to the corresponding 2-cyano-3-hydroxyquinoxaline l-oxides (1Ia-d) is described, and a mechanism proposed. The cyanoquinoxaline N-oxides (Ha-d) on reduction are deoxygenated with simuftaneous loss of the nitrite group, and when heated with concentrated aqueous alkali the nitrile group is replaced quantitatively by an hydroxyl group.
Synthesis and Reactions of Quinoxalines
INFLIBNET, 1990
INTRODUCTION 14 yielding 2-D-arabino tetrahydroxybutyl quinoxaline (21). HOAc CH~ Similarly, o-phenylenediamine and dehydro ascorbic acid 15 condense giving 2-hydroxy-3-(11-oxo-2 ' ,3' ,4 '-trihydroxybutyl)quinoxaline (22). 2.2.2 Intramolecular cyclisation reactions Cyclisation of o<.-amino acid intermediates formed from the amino acid and an o-nitrohalogenobenzene is an
Canadian Journal of Chemistry, 1965
Introduction of methyl or methoxy groups into the benzene ring of quinoxalinecarboxyanilide (Id), makes the resulting anilides less prone to "abnormal" oxidation (1). Normal N-oxides (IIf and IIj) were obtained from the anilides If and Ij in which the cyclic [Formula: see text] was unprotected. The methyl-substituted anilides Ig and Ih, however, on oxidation with peracetic acid gave the hydroxy derivatives (Vg and Vh) instead of the N-oxides (IIg and IIh). The methoxy-substituted anilides Ik and Il did not give the hydroxy derivatives Vk and Vl nor the expected N-oxides IIk and IIl. All the N-oxides (IIe, IIf, IIi, and IIj) on rearrangement with sulfuric acid yielded the corresponding amines IVe, IVf, IVi, and IVj. In spite of the slow rate of rearrangement of these N-oxides, attempts to isolate the intermediate hydroxyaminospirolactams (III) were unsuccessful.
Molecules, 2008
The unexpected substitution of fluorine atoms and phenoxy groups attached to quinoxaline or benzofuroxan rings is described. The synthesis of 2-benzyl-and 2-phenoxy-3-methylquinoxaline 1,4-di-N-oxide derivatives was based on the classical Beirut reaction. The tendency of fluorine atoms linked to quinoxaline or benzofuroxan rings to be replaced by a methoxy group when dissolved in an ammonia saturated solution of methanol was clearly demonstrated. In addition, 2-phenoxyquinoxaline 1,4-di-N-oxide derivatives became 2-aminoquinoxaline 1,4-di-N-oxide derivatives in the presence of gaseous ammonia.
To Study the Effect of Solvent on the Synthesis of Novel Quinoxaline Derivatives
Journal of Stock & Forex Trading, 2012
Reaction of 2,3-diketoquinoxaline in presence of ferric chloride and hydrazine hydrate gives 2-hydrazino-3-hydroxyquinoxalin (4) which on reaction with various aldehydes in appropriate solvent gives 3-Hydroxy-2-(2'hydroxy-3-methoxy benzylidine) hydrazine quinoxaline. The structure of compounds 5a-5l has been confirmed by IR and TLC data.