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Nitric Acid → 1-Carboxymethyl-7-nitroquinoxaline-2,3(1H,4H)-dione

HRID 373778
Notes
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Reaction equation

HRID 373778 reaction equation
[C:1]([CH2:4][N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[NH:8][C:7](=[O:15])[C:6]1=[O:16])([OH:3])=[O:2].[N+:17]([O-])([OH:19])=[O:18]>C(OC(=O)C)(=O)C.C(O)(=O)C>[C:1]([CH2:4][N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([N+:17]([O-:19])=[O:18])[CH:13]=2)[NH:8][C:7](=[O:15])[C:6]1=[O:16])([OH:3])=[O:2]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 944Nitric AcidHCID 129386642-(2,3-Dioxo-1,2,3,4-tetrahydroquinoxalin-1-yl)acetic acid

Product 1

HCID 198084461-Carboxymethyl-7-nitroquinoxaline-2,3(1H,4H)-dione

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 7918Acetic AnhydrideSolvent

Procedure

Alternatively 1-carboxymethylquinoxaline-2,3(1H, 4H)-dione (Indian J. Chem. 20B, (1981), 822) could be nitrated using excess of 75% HNO3 in a mixture of acetic anhydride and acetic acid at 0° C. to give the title compound.

Sources & evidence

ORD record
ord-fef4a347c47c4b3e9f65882eb08fdc6d
Source dataset
uspto-grants-1992_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05166155

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes