Hydrochloric Acid → HCID 10682422, compound

HRID 1068619Notes

Reaction equation

HRID 1068619 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.[CH3:18][O-:19].[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[O:19][CH3:18]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 108002536,7-Difluoro-5-nitro-1,4-dihydro-2,3-quinoxalinedioneHCID 10942334Sodium Methoxide

Product 1

HCID 10682422HCID 10682422, compoundYield 77.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 21 mg (0.086 mmol) of 6,7difluoro-5-nitro-1,4-dihydroquinoxaline-2,3-dione in 0.5 mL of DMSO-d6 was added 16 mg (0.29 mmol) of sodium methoxide. The solution was shaken in a vortex for 10 s and kept at room temperature for 3 h. It was then added to 3 mL of water and acidified with 2 N HCl to pH=4. The precipitate was filtered, washed with water, and dried to leave a yellow solid (17 mg, 77%); mp 290-292° C.; 1H NMR (DMSO-d6), 3.899 (s, 3), 7.163 (1, d, J=11.6), 11.97 (mb, 1), 12.137 (s, 1). 19F NMR, −134.48 (mb). MS, 255 (M+, 100), 243 (15), 179 (16), 151 (40). HRMS, Calcd for C9HFN3O5 255.0287, found 255.0308.

Workup

  1. waitkept at room temperature for 3 h
  2. filtrationThe precipitate was filtered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-fa52a915022940f6b8859d4bca813628
Source dataset
uspto-grants-2001_06
Patent number
US06251903B1

Reaction notes

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