Sodium Nitrate → 6-trifluoroacetamido-7-nitro-2,3(1H,4H)-quinoxalinedione

HRID 1457560Notes

Reaction equation

HRID 1457560 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]([NH:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11](=[O:16])[C:10](=[O:17])[NH:9]2)=[O:4].[N+:20]([O-])([O-:22])=[O:21].[Na+]>S(=O)(=O)(O)O>[F:19][C:2]([F:1])([F:18])[C:3]([NH:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][C:15]=1[N+:20]([O-:22])=[O:21])[NH:12][C:11](=[O:16])[C:10](=[O:17])[NH:9]2)=[O:4]

Participants

4

Reactant 2

HCID 24268Sodium NitrateHCID 220970566-trifluoroacetamido-2,3(1H,4H)-quinoxalinedione

Product 1

HCID 220971576-trifluoroacetamido-7-nitro-2,3(1H,4H)-quinoxalinedioneYield 95%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

A solution of 39 g (0.14 mol) of 6-trifluoroacetamidoquinoxaline -2,3(1H,4H)-dione in 500 ml of concentrated sulfuric acid was cooled to 0° C., 12.1 g (0.14 mol) of sodium nitrate were added in portions, and the mixture was stirred at room temperature for 30 minutes. It was subsequently poured into ice-water and the crude product was filtered off and worked up by conventional methods. Yield: 95%. Melting point >320° C.

Workup

  1. filtrationthe crude product was filtered off

Sources & evidence

ORD record
ord-967b4019b9d241b98597df9958d10da5
Source dataset
uspto-grants-1998_12
Patent number
US05849743

Reaction notes

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