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1- Ethyl-2 -quinoxalinone

The same substrate (218) and ethyl ethoxalylacetate (Et02CC0CH2C02Et) gave 3-ethoxycarbonylmethyl-2(l//)-quinoxalinone (221, R = H) (EtOH, reflux, 3 h 80% ° likewise but 15 min 64%) the homologous substrate, 3,6-dimetyl-l,2-benzenediamine, and the same synthon gave 3-ethoxycarbonyl-methyl-5,8-dimethyl-2(l//)-quinoxalinone (221, R = Me) (AcOH, reflux, briefly 61%). ... [Pg.32]

Benzenediamine (228) and diethyl dibromomalonate (229) gave ethyl 3-oxo-3,4-dihydro-2-quinoxalinecarboxylate (230) (MeOH, 20°C, 24 h 40%)." The same substrate (228) with ethyl a-bromoisobutyrate gave 3,3-dimethyl-3,4-dihydro-2(17i)-qumoxalinone (231) (Me2NCHO, NEtPr j, 110°C, 7 h 76%) or with methyl 2-bromo-2-phenylacetate gave 3-phenyl-3,4-dihydro-2(l//)-quinoxalinone (232) (KI, K2CO2, AcMe, reflux, 12 h then oily product, MeONa, PhH, reflux, 7 h 89%). ... [Pg.33]

Benzenediamine (270) and the nitrone, ethyl 2-amino-2-(oxidophenylimino) acetate (271) (the equivalent of ethyl carbamoylformate) gave 3-amino-2(177)-quinoxalinone (272) with loss of EtOH and A -phenylhydroxylamine (EtOH, trace AcOH, 20°C, h 45%). " ... [Pg.38]

Benzenediamine (277, R = H) and ethyl 2-chloro-2-(phenylhydrazono)ace-tate (280) gave 3-(2-phenylhydrazino)-2(l/f)-quinoxalinone (281) (Et3N, EtOH, reflux, 3 h 72) analogs likewise. ... [Pg.39]

Only one procedure in this category emerged from the present survey. Thus treatment of 1,2-benzenediamine (372) with 3,3-bis(trifluoromethyl)-5-oxazolinone (373, R = H) in ethyl acetate containing a trace of acetic acid at room temperature for a short time afforded 2(l//)-quinoxalinone (374, R = H) in 92% yield 3-methyl- (374, R = Me), 3-isopropyl- (374, R = Pr"), 3-phenyl- (374, R = Ph), and 3-benzyl-2(l//)-quinoxalinone (374, R = CH2Ph) were made similarly in 60-80% yield. ... [Pg.51]

Ethyl 10-chloro-7-methyl-6-oxo-l lb-phenyl-5,6,7,1 lb-tetrahydroisoxazolo[2, 3- /][l,4]benzodiazepine-l-carboxylate (563) gave a separable mixture of 6-chloro-4-(2-ethoxycarbonyl-2-formyl-l-phenylvinyl)-l-methyl-3,4-dihy-dro-2(17/)-quinoxalinone (564), 4-(2-benzoyl-2-ethoxycarbonylvinyl)-6-chloro-1-methyl-3,4-dihydro-2(l//)-quinoxalinone (565), and 6-chloro-l-methyl-3,4-dihydro-2(l//)-quinoxalinone (567) (EtOH, reflux, 21 h 2%, 8%, and 20%, respectively, after separation structures 564 and 565 were... [Pg.77]

Quinoxalinecarbonitrile (217) gave l-ethyl-2(l/f)-quinoxalinone (218) (EtMgBr, Et20, THE, reflux, 3 h 16% after chromatographic separation from three other products homologs likewise, also in poor yield). " ... [Pg.223]

Carboxyethyl)-6,7-dimethoxy-1 -methyl-2(l//)-quinoxalinone (50) gave successively 3-[2-(aziodformyl)ethyl]- (51) [(PhO)2PON3, EtsN, Me2NCHO, no details crude], 3-(2-isocyanatoethyl)- (53) [PhH, reflux, 1 h unisolated (Curtius fl)], and 3- 2-[A -(ethoxycarbonylamino)ureido]ethyl -6,7-dimethoxy-l-methyl-2(l//)-quinoxalinone (52) (H2NNHC02Et, PhH, reflux, 30 min ... [Pg.326]

Ethyl-l-methyl-2(17T)-quinoxalinone 4-oxide Ethyl 3-morpholino-2-quinoxalinecarboxylate Ethyl 6-nitro-2-quinoxalinecarboxylate... [Pg.407]

Ethyl-3-phenylquinoxaline 1,4-dioxide 2-Ethyl-3-phenylquinoxaline 1-oxide 2-Ethyl-3-phenylquinoxaline 4-oxide 1 -Ethyl2-phenyl-2( l//)-quinoxalinone 2-Ethyl-3-propylquinoxaline... [Pg.407]

Dichloro-l,2-benzenediamine (277, R = Cl) and ethyl 2-chloro-2-(hydroxy-imino)acetate (282) gave an apparently inseparable mixture of 6,8-dichloro-(283) and 5,7-dichloro-3-hydroxyamino-2(l//)-quinoxalinone (284) (NaHC03, EtOH-H2Q, 20°C, 24 h 81% of the mixture).562... [Pg.39]

This category is represented in the facile reaction of o-phenylenediamine (408) with 4-benzoyl-5-phenyl-2,3-dihydro-2,3-thiophenedione (409) (in toluene at 20°C for 30 min) to afford 3-(a-benzoyl-p-mercaptostyryl)-2(l//)-quinoxalinone (410) in 98% yield 744 also in the complicated reaction of 3-methyl-2,2,4-trinitro-2,5-dihydrothiophene 1,1-dioxide (411) with 2 equiv of ethyl 4-aminobenzoate (412) (in acetonitrile but no further details) to give ethyl 2-(p-ethoxycarbonylphenyl)-3-(l-methyl-2-nitrovinyl)-6-quinoxalinecarboxylate (413) in 51% yield.831 Several... [Pg.55]


See other pages where 1- Ethyl-2 -quinoxalinone is mentioned: [Pg.32]    [Pg.37]    [Pg.38]    [Pg.186]    [Pg.194]    [Pg.196]    [Pg.216]    [Pg.298]    [Pg.336]    [Pg.370]    [Pg.403]    [Pg.406]    [Pg.407]    [Pg.407]    [Pg.408]    [Pg.408]    [Pg.408]    [Pg.32]    [Pg.37]    [Pg.38]    [Pg.186]    [Pg.194]    [Pg.216]    [Pg.298]    [Pg.326]    [Pg.336]    [Pg.370]   
See also in sourсe #XX -- [ Pg.223 ]

See also in sourсe #XX -- [ Pg.223 ]




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Quinoxalinones

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