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

HRID 861459Notes

Reaction equation

HRID 861459 reaction equation
[CH:1]1([N:7]2[C:16]3[C:11](=[CH:12][C:13]([C:17]([F:20])([F:19])[F:18])=[CH:14][CH:15]=3)[NH:10][C:9](=[O:21])[C:8]2=[O:22])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N+:23]([O-])([O-:25])=[O:24].[Na+]>S(=O)(=O)(O)O>[CH:1]1([N:7]2[C:16]3[C:11](=[CH:12][C:13]([C:17]([F:18])([F:19])[F:20])=[C:14]([N+:23]([O-:25])=[O:24])[CH:15]=3)[NH:10][C:9](=[O:21])[C:8]2=[O:22])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 24268Sodium NitrateHCID 220971991-cyclohexyl-6-trifluoromethyl-2,3(1H,4H)-quinoxalinedione

Product 1

HCID 220970691-cyclohexyl-6-trifluoromethyl-7-nitro-2,3(1H,4H)-quinoxalinedione

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

A solution of 20 g (64 mmol) of 1-cyclohexyl-6-trifluoromethyl-2,3(1H,4H)-quinoxalinedione in 400 ml of concentrated sulfuric acid was cooled to 0° C., 5.4 g (64 mmol) of sodium nitrate were added a little at a time over the course of one hour, and the mixture was stirred at room temperature for 3 hours. It was then poured into ice-water, and the crude product was filtered off with suction and recrystallized from methanol.

Workup

  1. filtrationthe crude product was filtered off with suction
  2. customrecrystallized from methanol

Sources & evidence

ORD record
ord-cef470632d504a1094a182c11868e9d8
Source dataset
uspto-grants-1998_02
Patent number
US05714489

Reaction notes

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