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

HRID 1878271Notes

Reaction equation

HRID 1878271 reaction equation
[CH3:1][O:2][C:3]1[C:4]([NH:15][C:16](=[O:20])OCC)=[N:5][C:6]2[C:11]([N:12]=1)=[CH:10][C:9]([O:13][CH3:14])=[CH:8][CH:7]=2.[N+:21]([C:24]1[CH:29]=[CH:28][C:27]([N:30]2[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]2)=[CH:26][CH:25]=1)([O-:23])=[O:22]>>[CH3:1][O:2][C:3]1[C:4]([NH:15][C:16]([N:33]2[CH2:34][CH2:35][N:30]([C:27]3[CH:26]=[CH:25][C:24]([N+:21]([O-:23])=[O:22])=[CH:29][CH:28]=3)[CH2:31][CH2:32]2)=[O:20])=[N:5][C:6]2[C:11]([N:12]=1)=[CH:10][C:9]([O:13][CH3:14])=[CH:8][CH:7]=2

Participants

3

Reactant 2

HCID 804471-(4-Nitrophenyl)piperazineHCID 69244324ethyl N-(3,6-dimethoxyquinoxalin-2-yl)carbamate

Product 1

HCID 692444541-[(3,6-Dimethoxyquinoxalin-2-yl)aminocarbonyl]-4-(4-nitrophenyl)piperazineYield 94%

Procedure

Ethyl N-(3,6-dimethoxyquinoxalin-2-yl)carbamate and 1-(4-nitrophenyl)piperazine were reacted by the same way with the example 148 to obtain the titled compound (yield, 94%). 1H NMR (300 MHz, CDCl3): δ 3.57-3.65 (m, 8H), 3.90 (s, 3H), 4.01 (s, 3H), 7.06 (d, J=9.4 Hz, 2H), 7.18-7.22 (m, 2H), 7.69 (d, J=8.6 Hz, 2H), 8.09 (d, J=9.4 Hz, 2H), 9.20 (s, 1H).

Sources & evidence

ORD record
ord-f5561589d5c34d8f8e4c87ab0b2d38e7
Source dataset
uspto-grants-2012_11
Patent number
US08314100B2

Reaction notes

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