4-Chloro-3 -cinnolinone

Cinnolinone (6, R = H) with chloramine (NH2CI) gave 4-chloro-3(277)-cinnolinone (6, R = C1) (CH2Cl2-Et20, 20°C, 12 h 18% after separation... [Pg.46]

Methoxy-8-nitro-4(177)-cinnolinone (14) gave 4-chloro-6-methoxy-8-nitrocin-noline (15) (neat POCI3, 80°C, 12 min 98%). ... [Pg.48]

Cyclohexyl-6,7-dimethoxy-4(17/)-cinnolinone gave 4-chloro-3-cyclohexyl-6,7-dimethoxycinnoline (16) (neat POCI3, reflux, 30 min 60%) ° 4-0x0-l,4-dihydro-3-cinnolmecarbonitrile similarly gave 4-chloro-3-cinnolinecar-bonitrile (17) [140°C 120°C (bath temperature), 10 min 50%]. ... [Pg.48]

Cinnoline (18) gave 3-chlorocinnoline (neat POCI3, reflux, 10 days 91%) ° ° the reduced substrate, 5,6,7,8-tetrahydro-3(2//)-cinnolinone (19), likewise gave 3-chloro-5,6,7,8-tetrahydrocinnoline (neat POCI3, 100°C, until substrate dissolved 20%). ... [Pg.49]

Methoxy-7-(2-methoxyethoxy)-4(lfl)-cinnolinone (20) gave 4-chloro-6-meth-oxy-7-(2-methoxyethoxy)cinnoline (21) (SOCI2, Me2NCHO, 80°C, 2h ... [Pg.49]

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]

Dimethyl-2,3-dihydro-4(l//)-cinnolinone (52, R = Me) gave 2-chloro-acetyl-6,7-dimethyl-2,3-dihydro-4(lfl)-cinnolinone (53) (CICH2CCXII, H2O,... [Pg.66]

Methylsulfinyl-4(l/i)-cumoIinone (12) gave 3-acetoxymethylthio-4(l//)-cinnolinone (11) (neat AC2O, reflux, 4h 65% by a Pummerer-type reaction and additional acetylation) or 4-chloro-3-chloromethylthiocinnoline (13) (neat SOCI2, reflux, 6h 92% note additional chlorolysis). ... [Pg.81]

Chloro-3-phenyl-4(l/7)-cinnolinone 4-Chloro-3-phenylethynylcinnoline 3-Chloro-4-(A -phenyUiydrazino)cinnoline... [Pg.359]

Chloro-4-propylaminocinnoline 6-Chloro- l-propyl-4( 177)-cinnolinone 3-Cinnolinamine... [Pg.359]

Big Chemical Encyclopedia

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