5-Bromomethyl-2,7-dimethoxyquinoxaline

The bromination of 5,8-dimethoxyquinoxaline in methanol gives a mixture of 6-bromo and 6,7-dibromo compounds/ Treatment of 2-methylquinoxaline with bromine in acetic acid yields a mixture of 27% of 2 bromomethyl- and 37% of 2-dibromomethyl-quinoxaline." Thus in the absence of powerfully activating groups, side-chain rather than nuclear substitution takes place. [Pg.212]

Bromo-8-bromomethyl-2,3-dimethoxyquinoxaline (238, R = Br) gave 5-azi-domethyl-7-bromo-2,3-dimethoxyquinoxaline (241) (NaN3, PhMe-H20, 55°C, 16 h 65%) and thence 5-aminomethyl-7-bromo-2,3-dimethoxyqui-noxaline (242) (Raney Ni, THF, 20°C, 15 h 63%). ... [Pg.176]

Bis(bromomethyl)-5,8-dimethoxyquinoxaline (255) gave 5,8-dimethoxy-2,3-bis(pyridiniomethyl)quinoxaline dibromide (256) (pyridine, 20°C, 30 min ... [Pg.179]

Bromomethyl-6,7-dichloro-2,3-dimethoxyquinoxaline (284) gave 6,7-dichloro-5-(3-chloroacetonyl)-2,4-dimethoxyquinoxaline (285) (by treatment of a derived Zn complex with CICH2COCI in the presence of a Pd complex as catalyst 75%. See original paper for considerable detail. )... [Pg.185]

Bromomethyl-2,3-dimethoxyquinoxaline (22, R = H) gave 5-bromomethyl-2,3-dimethoxy-7-nitroquinoxaline (22, R = N02) (KNO3, H2SO4, F3CCO2H, no further details 38%). " ... [Pg.259]

Dichloro-2,3-dimethoxy-5-methylquinoxaline gave 5-bromomethyl-6,7-dichloro-2,3-dimethoxyquinoxaline (164) [A-bromosuccinimide (NBS), (=NCMe2CN)2 (sensitizer), MeCCl3, reflux, hv, 4h 87%].1039... [Pg.122]

Dimethoxy-6,7-dimethylquinoxaline gave a separable mixture of 6-bromo-methyl-2,3-dimethoxy-7-methylquinoxaline (165, R = H) and 6,7-bis(bromo-methyl)-2,3-dimethoxyquinoxaline (165, R = Br) [NBS, Bz202, CCI4, reflux, A, 14 h 54% and 16%, respectively] 46 6,7-dimethylquinoxaline similarly gave 6,7-bis(bromomethyl)quinoxaline (reflux, 4h 5()%).1043,cl 1 10,685... [Pg.122]

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