2-Acetyl-3-methylquinoxaline

Catalytic reduction of 2-acetyl-3-methylquinoxaline (29) in ethanol with 1 mole of hydrogen, gives a deep crimson solution, from which red-brown needles of 2-acetyl-l,4-dihydro-3-methylquinoxaline (30) are obtained. Ethanolic solutions of (30) reoxidize on exposure to air to 2-acetyl-3-methylquinoxaline, but the solid dye is stable in air for several days. Similar results are obtained with 2-acetyl-3-phenyl-quinoxaline (31), from the reduction of which a purple-red dye (32) is obtained. ... [Pg.213]

In boiling ethanol, under nitrogen and in the presence of palladized charcoal, 2-acetyl-l,4-dihydro-3-methylquinoxaline (30) undergoes dismutation to give a mixture of 2-acetyl-3-methylquinoxaline, 2-acetyl-l,2,3,4-tetrahydro-3-methylquinoxaline (33), and 2-l -hydroxy-ethyl-3-methylquinoxaline (34), The latter compound is the product of sodium borohydride or Meerwein-Ponndorf reduction of 2-acetyl-3-methylquinoxaline. [Pg.214]

Benzoxadiazole 1-oxide (473) gave 2-acetyl-3-methylquinoxaline 1,4-dioxide (472) (AC2CH2, NaOH, EtOH, 55°C, 90 min, then 20°C, 12 h 54% or AC2CH2 on Si02 gel, 20°C, 7 days 58%), 2-benzoyl-3-methylquinoxaline 1,4-dioxide (474) (BZCH2AC on 3A molecular sieve,... [Pg.63]

Acetyl-3-methylquinoxaline from its 1,4-dioxide (256) (TiCl3, MeOH, H2O, 20°C, 1 h 39% substrate, Et20,20°C, TiCUJ, then Zn dustj, slowly, 1 h ... [Pg.232]

Acetyl-3-methylquinoxaline from its 1,4-dioxide (262) [substrate, Nal, AcMe, 20°C then (F3CC0)20 slowly, extremely rapid reaction 86%] analogs... [Pg.234]

Acetyl-3-methylquinoxaline 4-oxide (218, X = 0) gave 2-methyl-3-(l-tosyl-hydrazonoethyl)quinoxaline 1-oxide (218, X = NNHTs) (TSNHNH2, MeOH,... [Pg.298]

Acetyl-3-methylquinoxaline 1-oxide (206) gave 2-methylquinoxaline 4-oxide (207) [HN(CH2CH2)20, MeCN, reflux, 24 h 30%]. ... [Pg.354]

Acetyl-3-methylquinoxaline 1 -oxide 2-Acetyl-3-methylquinoxaline 4-oxide... [Pg.364]

When 2,4-dimethylbenzodiazepine was treated with sodium nitrite in acetic acid, the major products were 2-methylbenzimidazole and 2-acetyl-3-methylquinoxaline the latter product could arise by initial nitrosation at C-3 to form a 3-hydroxyimino derivative that underwent rearrangement and hydrolysis (59JCS1132). Also isolated in low yield was a compound that, on spectroscopic evidence, was assigned the structure l-nitroso-2,4-dimethyl-1 //-benzodiazepine. [Pg.32]

Peracetic acid or monoperoxysulfuric acid oxidation of 2,4-dimethyl-l,5-benzodiazepine also gives 2-acetyl-3-methylquinoxaline in 28 and 12% yield, respectively. ... [Pg.216]

Peracetic acid oxidation of 2,4-dimethyl-1,5-benzodiazepine (4) gives some 2-acetyl-3-methylquinoxaline (5). The latter compound is also formed on treatment of the diazepine with a mixture of concentrated nitric and sulfuric acids, together with benzotriazole (6) and 4-nitro-N,N -diacetyl-o-phenylenediamine (7). ... [Pg.131]

The IR spectrum of 2-acetyl-3-methylquinoxaline shows carbonyl stretching absorption at 1695 cm in Nujol and therefore in the region to be expected of an aryl methyl ketone. A range of standard derivatives have been prepared from quinoxalinyl ketones (see Table 1) but cycliza-tion occurs on treatment of various 2-benzoylquinoxalines (10) with... [Pg.132]

Matoba K, Terada T, Sugiura M, Yamazaki T (1987) Reactions of 2-acetyl-3-methylquinoxaline... [Pg.206]

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