4-Chloro-2-fluoro-1-nitrobenzene → 3,4-Dimethyl-1-(2-methylphenyl)imidazo[1,5-a]quinoxaline

HRID 254312Notes

Reaction equation

HRID 254312 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5](Cl)=[CH:4][C:3]=1[C:9]1[N:13]2[C:14]3[C:19]([N:20]=[C:21]([CH3:22])[C:12]2=[C:11]([CH3:24])[N:10]=1)=[CH:18][CH:17]=[C:16](F)[CH:15]=3.F[C:26]1C=C(Cl)C=CC=1[N+]([O-])=O>>[CH3:24][C:11]1[N:10]=[C:9]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[CH3:26])[N:13]2[C:14]3[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:20]=[C:21]([CH3:22])[C:12]=12

Participants

3

Reactant 2

HCID 696914-Chloro-2-fluoro-1-nitrobenzeneHCID 426292291-(2,5-Dichlorophenyl)-8-fluoro-3,4-dimethylimidazo[1,5-a]quinoxaline

Product 1

HCID 426294793,4-Dimethyl-1-(2-methylphenyl)imidazo[1,5-a]quinoxalineYield 62%

Procedure

3,4-Dimethyl-1-(2-methylphenyl)imidazo[1,5-a]quinoxaline was synthesized in a manner similar to 1-(2,5-dichlorophenyl)-8-fluoro-3,4-dimethyl-imidazo[1,5-a]quinoxaline starting with 2-fluoro-4-chloronitrobenzene. A white solid was recovered (0.07 g) 62% yield. MS (ES) m/z 288.1 [M+1]+

Workup

  1. customA white solid was recovered (0.07 g) 62% yield

Sources & evidence

ORD record
ord-245cd1c1c672404c80efe053b7f342cc
Source dataset
uspto-grants-2011_01
Patent number
US07875618B2

Reaction notes

Loading…