1-(4-Nitrophenyl)piperazine → 1-[(6-Chloro-2-methoxyquinoxalin-3-yl)aminocarbonyl]-4-(4-nitrophenyl)piperazine

HRID 1907482Notes

Reaction equation

HRID 1907482 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([O:12][CH3:13])[C:6]([NH:14][C:15](=[O:19])OCC)=[N:5]2.[N+:20]([C:23]1[CH:28]=[CH:27][C:26]([N:29]2[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]2)=[CH:25][CH:24]=1)([O-:22])=[O:21]>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([O:12][CH3:13])[C:6]([NH:14][C:15]([N:32]1[CH2:33][CH2:34][N:29]([C:26]3[CH:25]=[CH:24][C:23]([N+:20]([O-:22])=[O:21])=[CH:28][CH:27]=3)[CH2:30][CH2:31]1)=[O:19])=[N:5]2

Participants

3

Reactant 2

HCID 804471-(4-Nitrophenyl)piperazineHCID 66918182Ethyl N-(6-chloro-2-methoxyquinoxalin-3-yl)carbamate

Product 1

HCID 669180871-[(6-Chloro-2-methoxyquinoxalin-3-yl)aminocarbonyl]-4-(4-nitrophenyl)piperazineYield 82%

Procedure

Ethyl N-(6-chloro-2-methoxyquinoxalin-3-yl)carbamate and 1-(4-nitrophenyl)piperazine were reacted by the same way with the example 22 to obtain the titled compound (yield, 82%). 1H NMR (300 MHz, DMSO-d6): δ 3.62-3.66 (m, 8H), 4.06 (s, 3H), 7.07 (d, J=9.0 Hz, 2H), 7.58 (d, J=8.4 Hz, 1H), 7.76-7.80 (m, 2H), 8.11 (d, J=9.0 Hz, 2H), 9.46 (s, 1H).

Sources & evidence

ORD record
ord-3dfcb3fce9b34f5a8b8b677ec1edceca
Source dataset
uspto-grants-2013_12
Patent number
US08598173B2

Reaction notes

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