Nitric Acid → HCID 19696261, compound

HRID 863501Notes

Reaction equation

HRID 863501 reaction equation
[ClH:1].[NH2:2][CH:3]1[CH2:17][C:6]2[C:7]3[NH:8][C:9](=[O:16])[C:10](=[O:15])[NH:11][C:12]=3[CH:13]=[CH:14][C:5]=2[CH2:4]1.[N+:18]([O-])([OH:20])=[O:19]>FC(F)(F)C(O)=O>[ClH:1].[NH2:2][CH:3]1[CH2:17][C:6]2[C:7]3[NH:8][C:9](=[O:16])[C:10](=[O:15])[NH:11][C:12]=3[CH:13]=[C:14]([N+:18]([O-:20])=[O:19])[C:5]=2[CH2:4]1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 19696185HCID 19696185, compound

Product 1

HCID 19696261HCID 19696261, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

The parent quinoxalinedione (Example 33) was mixed with 50 mL trifluoroacetic acid and 1 mL fuming nitric acid at 0° C. and stirred for 3 h, then warmed to room temperature for 2 h. The solvent was evaporated, the residue taken up in acetone, and the solid collected by filtration. After washing with water and then tetrahydrofuran, the material was dried to give 1.3 g of the compound as the hydrochloride salt. CHN calc'd for C11H10N4O4.HCl.0.5H2O; C, 38.39; H, 3.52; N, 16.28; found-C, 38.54; H, 3.57; N, 17.39. CI MS m/e (M+1) 263. H-NMR (400 MHz, dmso) 1H, s, 12.2; 1H, s, 12.12; 2H, br s, 8.1; 1H, s, 7.9; 1H, br s, 4.2: 1H, dd, 3.7; 2H, m, 3.4; 1H dd, 3.1.

Workup

  1. customThe solvent was evaporated
  2. filtrationthe solid collected by filtration
  3. washAfter washing with water
  4. dry with materialtetrahydrofuran, the material was dried

Sources & evidence

ORD record
ord-94be7219dee24707a9902e0d2b65b65a
Source dataset
uspto-grants-1998_02
Patent number
US05721234

Reaction notes

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