Big Chemical Encyclopedia

Chemical substances, components, reactions, process design ...

Articles Figures Tables About

2-Methyl-3 -cinnolinone

Carboxymethyl-5-phenylcyclohex-5-enone (109) gave 7-phenyl-4,4a,5,6-tet-rahydro-3(2//)-cinnolmone (110, R = H) (neat H2NNH2-H20, reflux, 4h 92%) or 2-methyl-7-phenyl-4,4a,5,6-tetrahydro-3(27/)-cinnolinone (110, R = Me) (H2NNHMe, EtOH, reflux, 16 h 65%) analogs likewise. ... [Pg.17]

Acetoxy-2-methyl-2,3,4,5,6,7-hexahydrobenzofuran-3-one (170) with hydrazine gave 3-methyl-5,6,7,8-tetrahydro-4(l//)-cinnolinone (171) (EtOH, 20°C, 12 h 85%) or with methylhydrazine gave a separable mixture of 1,3-dimethyl-5,6,7,8-tetrahydro-4(17/)-cinnolinone (172) and 2,3-dimethyl-5,6, 7,8-tetrahydrocinnolin-2-ium-4-olate (173) (EtOH, 0°C 20°C, 12 h 67% and 15%, respectively) the related substrate, 2-methoxy-2-methyl-... [Pg.25]

C0CH2C1), 7,7-dimethyl-3-phenyl-4,6,7,8-tetrahydro-5( l//)-cinnolinone tautomer), and 2-ethoxycarbonyImethy 1-2,3-dihydro-4(l//)-cinnoli-also 6-lluoro- and 7-methyl-4-oxo-l,4-dihydro-3-cinnolinecarboxylic... [Pg.60]

Phenyl-5,6-dihydro-3(2//)-cinnolinone (21, R = H) gave 2-ethoxycarbonyl-methyl-7-phenyl-5,6-dihydro-3(2//)-cinnolinone (21, R = CH2C02Et) (Et02-CCHjBr, K2CO3, AcMe, reflux, 24 h 40%). ... [Pg.62]

Triphenylphosphoranylidene-3,4-dihydro-4-cinnolinone (25) gave l-methyl-3-triphenylphosphonio-4(lfl)-cinnolinone iodide (26) (neat Mel, reflux, h > 95%) and thence l-methyl-4(17/)-cinnolinone (27) (NaOH, MeOH, H2O,... [Pg.63]

Chloro-4(lT/)-cinnolinone (28) gave 6-chloro-2-methyl-4-oxo-l,4-dihydrocin-nolinium -toluenesulfonate (29) (TsOMe, kerosene, 170°C, 4 h 80%) and thence 6-chloro-2-methylcinnolin-2-ium-4-olate (30) (H2O, NaOH to pH 8 40%). °... [Pg.63]

Note The structure and bonding of 2-methyl-3(2//)-cinnolinone (85), 1-methyl-4(l /)-cinnolinone (86, R = H), l-ethoxycarbonylmethyl-4(l//)-cinnolinone (86, R = COaEt), 2-methylcinnolin-2-ium-4-olate (87, R = H), and 2-ethoxy-carbonyImethylcinnolin-2-ium-4-olate (87, R = COaEt) have been examined by X-ray analysis, nuclear quadrupole resonance, and ab initio calcula-tions " ° ° ° X-ray analyses for l-[2-(hydrazinocarbonyl)ethyl]- (88, R = NHNH2) and l- 2-[(pyrrolidin-l-yl)carbonyl]ethyl -4(l//)-cinnolinone [88, R = N(CH2)s] have been reported. ... [Pg.73]

Methyl-3(277)-cinnolinone (95) underwent reductive ring contraction to furnish 2-indolinone (96, R = H) (red P, HI 18%) in contrast, 2-methyl-1,4-dihydro-3(27/)-cinnolinone (97) underwent ring contraction by rearrangement to give l-methylamino-2-indolinone (96, R = NHMe) (H2SO4, EtOH,... [Pg.74]

Acetyl-4(l//)-cinnolinone (59) underwent cyclocondensation with malononi-trile to give 4-methyl-2-oxo-l,2-dihydropyrido[3,2-c]cinnoline-3-carbonitrile (58) (EtOH, trace piperidine, reflux, 2 h 65%) or, with ethyl cyanoacetate, to give 4-methyl-2-oxo-2//-pyrano[3,2-c]ciimoline-3-carbonitrile (60) (neat reactants, 165°C, 5h 70%). The same substrate (59) gave its tMosemi-carbazone (61) (H2NNH2CSNH2, AcOH, reflux, 2 h 70%), which underwent... [Pg.106]

This unusual transformation is exemplified in the isomerization of l-(o-methoxy-carbonylbenzoyl)-l,4-dihydro-3(2f/)-cinnolinone (189) into 2-[o-(methoxycarbonyl-methyl)phenyl]-l,4(2//,3//)-phthalazinedione (190) by refluxing in methanolic sulfuric acid or aqueous methanolic potassium hydrogen carbonate for 90 min or 7 h, respectively yields were unstated. ... [Pg.141]

See other pages where 2-Methyl-3 -cinnolinone is mentioned: [Pg.406]    [Pg.371]    [Pg.371]    [Pg.371]    [Pg.8]    [Pg.10]    [Pg.26]    [Pg.36]    [Pg.72]    [Pg.41]    [Pg.59]    [Pg.62]    [Pg.63]    [Pg.64]    [Pg.72]    [Pg.72]    [Pg.73]    [Pg.352]    [Pg.354]    [Pg.355]    [Pg.355]    [Pg.355]    [Pg.355]    [Pg.355]    [Pg.355]    [Pg.362]    [Pg.362]    [Pg.367]    [Pg.369]    [Pg.369]    [Pg.369]    [Pg.369]    [Pg.369]    [Pg.371]    [Pg.371]    [Pg.371]    [Pg.371]    [Pg.371]   
See also in sourсe #XX -- [ Pg.62 , Pg.73 ]



SEARCH



3- -cinnolinone

Cinnolinones

© 2024 chempedia.info