Hydrochloric Acid → HCID 21189979, compound

HRID 1068621Notes

Reaction equation

HRID 1068621 reaction equation
F[C:2]1[C:3]([N+:15]([O-:17])=[O:16])=[C:4]2[C:9](=[CH:10][C:11]=1[F:12])[NH:8][C:7](=[O:13])[C:6](=[O:14])[NH:5]2.[OH-:18].[Na+].Cl>O>[F:12][C:11]1[CH:10]=[C:9]2[C:4]([NH:5][C:6](=[O:14])[C:7](=[O:13])[NH:8]2)=[C:3]([N+:15]([O-:17])=[O:16])[C:2]=1[OH:18]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 108002536,7-Difluoro-5-nitro-1,4-dihydro-2,3-quinoxalinedione

Product 1

HCID 21189979HCID 21189979, compoundYield 80.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
105 °C

Procedure

A mixture of 24 mg (0.098 mmol) of 6,7-difluoro-5-nitro-1,4-dihydroquinoxaline-2,3-dione and 19 mg (0.47 mmol) of sodium hydroxide in 0.6 mL of D2O was heated at 105° C. for 24 h. The mixture was added to 2 mL of water and acidified with 2 N HCl to pH=1. The precipitate was filtered, washed with water, and dried to leave a red solid (19 mg, 80%); mp>360° C.; 1H NMR (DMSO-d6), 7.101 (1, d, J=10.9), 11.10 (mb, 1), 11.70 (mb, 1), 11.99 (s, 1). 19F NMR, −137.4 (mb). MS 242 (M++1, 100), 195 (50), 152 (20), 140 (25). HRMS, Calcd for C8H4FN3O5 241.0131, found 241.0110.

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-96efcdabc28e49d4ab751241ca7ad415
Source dataset
uspto-grants-2001_06
Patent number
US06251903B1

Reaction notes

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