2- Chloro-3-phenylquinoxaline

Chloro-3-phenylquinoxaline (134, R = Cl) gave 2-methoxy-3-phenylquinoxa-line (134, R = OMe) [MeONa, MeOH, reflux, >2h (tic monitored) 95%]. ... [Pg.158]

Chloro-3-phenylquinoxaline (178, R = Ph) gave 3-phenyl-2-quinoxalinecar-bonitrile (179) [KCN, MeCeKUSC Na (catalyst ), Me2NCHO, 80°C, 1 h 96% possibly via a tolylsulfonyl intermediate].615... [Pg.166]

Chloro-2-phenylethynylquinoxaline 2-Chloro-3-phenylquinoxaline 6-Chloro-2-phenylquinoxaline... [Pg.385]

Chloro-2/3-pheny lquinoxaline 1,4-dioxide 2-Chloro-3-phenylquinoxaline 4-oxide 6-Chloro-2-phenylquinoxaline 4-oxide 6-Chloro-3-phenylquinoxaline 1 -oxide 6-Chloro-3-phenyl-2( 17/)-quinoxalinone 6-Chloro-3-phenyl-2(17/)-quinoxalinone 4-oxide 2-Chloro-3-piperidinoquinoxaline... [Pg.385]

Nucleophilic displacement of 2-chloro-3-phenylquinoxaline with methylamine at 100°-150° and with sodium phenoxide in excess of phenol of 100° gives the expected 2-methylamino- and 2-phenoxy-3-phenylquinoxalines.155 2-Chloroquinoxaline and its 3-phenyl derivative undergo ring closure with aminoacetaldehyde dimethylacetal to an imidazo[l,2-a]quinoxaline.136 Nucleophilic substitution of 2-chloro-quinoxaline with hydroxide ion in water is accelerated by cationic micelles and retarded by anionic micelles. These results were correlated with reactions of l-chloro-2,4-dinitrobenzene, and the characteristics of their transition states were discussed.137... [Pg.402]

Dimethoxy-3-phenyl-2(l/7)-quinoxalinone gave 2-chloro-5,7-dimethoxy-3-phenylquinoxaline (4) (POCI3, reflux, 30 min 94%) " 6,7-dimethoxy-2,3(1//,4//)-quinoxalinedione gave 2,3-dichloro-6,7-dimethoxyquinoxaline (5) (POCI3, 100°C, 4h 83%)J ... [Pg.134]

Chloro-8-methyl-5-nitro-2-phenylquinoxaline (102, R = Cl) gave 5-methyl-7-methylamino-8-nitro-3-phenylquinoxaline (102, R = NHMe) (MeNH2, H2O-EtOH, reflux, 4h 93%) the isomeric 5-methyl-7-methylamino-8-nitro-2-phenylquinoxalme was made similarly in 95% yield. ... [Pg.152]

Chloro-5,7-dimethoxy-3-phenylquinoxaline (142, R = C1) gave 2,5,7-tri-methoxy-3-phenylquinoxahne (142, R = OMe) (NaOH, MeOH, reflux, 30 min ... [Pg.159]

Acetyl-3-chloro-2-phenylquinoxaline gave 6-acetyl-2-phenyl-1,2,3,4-tetrahy-droquinoxaline (185) [H2 (3 atm), Pd/C, EtsN, EtOH, 20°C, 2h 85% note nuclear reduction] and thence 6-acetyl-2-phenylquinoxaline (H2O2, HCl, MeOH, 20°C, 40 min 69%). ... [Pg.168]

Benzyl-6-bromo-3-phenylquinoxaline 1 -Benzyl-7-chloro-4-methyl-2,3( 1 //, 4 H)-quinoxalinedio ne... [Pg.370]

Chloro-3-methy l-2( l/7)-quinoxalinone 2-Chloro-3-methylthioquinoxaline 6-Chloro- 2-morpholino-3-phenylquinoxalme 6-Chloro-2-morpholino-3-phenylquinoxaline... [Pg.384]

There are few reports of the nitration of phenylbenzodiazines. The nitration of 3-methyl-4-phenylcinnoline-l-oxide (77) with mixed acid at -10°C is stated to yield four mononitro products with no evidence for dinitration. However, the structures of these products were not established (47JCS1649). 2-Phenylquinoxaline (78) is reported to give the 4-nitrophenyl product (51G451). 4-Chloro-2-phenylquinazoline reacts with mixed acid at 0°C to yield the 3-nitrophenyl derivative with concomitant loss of the chloro group so that the product that is isolated is compound (79) (91UP1). [Pg.256]

The 3-azido-3/f-indoles 3 undergo thermal rearrangement, upon refluxing in dimethylformamide, giving variable yields and ratios of quinazolines 4 and quinoxalines 5, along with the formation of the parent indoles 6. Thus, heating of 3-azido-5-chloro-3-methyl-2-phenyl-3//-indolc for 16 hours in dimethylformamide affords 6-chloro-4-methyl-2-phenylquinazoline (30%), 6-chloro-3-methyl-2-phenylquinoxaline (20%), and a trace of 5-chloro-3-methyl-2-phenyl-l//-indole. ... [Pg.96]

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