6-Chloro-1 -methyl-2 -quinoxalinone

Chloro-l-methyl-2-quinoxalinone (215), which cannot anionize, reacts readUy with iV -methylaniline. 6-Bromo-as-triazine-3,5-dione (216) is largely anionized by dimethylamine but not by thiourea... [Pg.248]

Only one procedure has been reported recently within this category. Thus 7-chloro-l-methyl-5-phenyl-2,3-dihydro-lH-benzodiazepin-2-one 4-oxide (437) with dimethyl acetylenedicarboxylate in methylene chloride at 20° C for 3 days gave a separable mixmre of the primary tricyclic adduct, dimethyl lO-chloro-6-oxo-llb-phenyl-5,6,7, 1 lb-tetrahydroisoxazolo[2,3-t/] [ l,4]benzodiazepine-1,2-dicarboxylate (438), and its rearrangement product, 6-chloro-4-(2-methoxalyl-2-methoxycarbonyl-l-phenylvinyl)-l-methyl-3,4-dihydro-2(lT0-quinoxalinone (439) each product afforded 6-chloro-l-methyl-2(l//)-quinoxalinone (440) on refluxing in ethanol (see also Section 1.7.13). However, the final quinoxaline (440) was best obtained in 75% yield) by simply heating the initial substrate (437) and dimethyl... [Pg.59]

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]

An analogous substrate, dimethyl 10-chloro-7-methyl-6-oxo-l lb-phenyl-5,6,7,1 lb-tetrahydroisoxazolo[2,3-d][l,4]benzodiazepine-l,2-dicarboxylate (566), gave not 567 but 6-chloro-l-methyl-2(l/7)-quinoxalinone (EtOH, reflux, 30 h -40%). ... [Pg.77]

Chloro-l-methyl-2,3(l//,4/i)-quinoxalmedione (6) gave 3,6-dichloro-l-methyl-2(l//)-quinoxalinone (7) (POCI3, reflux, 90 min 74% note immunity of... [Pg.134]

Methyl-6-nitro-2(l//)-quinoxalinone gave the 2-chloro-3-methyl-6-nitroqui-noxaline (12) (POCI3, PhNMe2, reflux, 2h 86%). ... [Pg.135]

Chloro-l-methyl-2(l//)-quinoxalinone (120) gave 3-(// -ethoxycarbonylhy-drazino)-l-methyl-2(l//)-quinoxalinone (121) (EtOaCNHNHa, MeCN, 120°C, sealed , 2h %) analogs likewise. ... [Pg.156]

Dichloro-l-methyl-2(lf/)-quinoxalinone (173, R = C1) gave 3-azido-6-chloro-l-methyl-2(l//)-quinoxalinone (173, R = N3) (NaNs, Mc2NCHO, 120°C, 90 min 96%) analogs Ukewise. ... [Pg.165]

Methyl-2( 1 //)-quinoxalinone gave 3-(o-chlorophenylhydrazono)methyl-2( 1H)-quinoxalinone [i.e., 3-oxo-3,4-dihydro-2-quinoxalinecarbaldehyde o-chloro-phenylhydrazone (170)] [0-CIC6H4N2CI (made in situ), HCI-ACOH-H2O, 5°C, 30 min then 95°C, 1 h 98% 20l,210,cf 220 likewise the m- and p-isomers201,210 and analogous products.476,479,485... [Pg.123]

Methyl- or 3-styryl-2( 1 //)-quinoxalinone gave respectively 2-chloro-3-methyl-or 2-chloro-3-styrylquinoxaline (POCI3, Me2NCHO, reflux, 45 min 97% or... [Pg.138]

Chloromethyl-2(l/7)-quinoxalinone 3-Chloro- l-methyl-2( l/7)-quinoxalinone 6-Chloro- l-methyl-2( l/7)-quinoxalinone... [Pg.384]

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