Hydrochloric Acid → HCID 10514172, compound

HRID 1068618Notes

Reaction equation

HRID 1068618 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-].[NH4+:19].Cl>[OH-].[NH4+].O>[NH2:19][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

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14923Ammonium HydroxideHCID 108002536,7-Difluoro-5-nitro-1,4-dihydro-2,3-quinoxalinedione

Product 1

HCID 10514172HCID 10514172, compoundYield 76%

Reagents, catalysts & solvents 2

HCID 14923Ammonium HydroxideCatalystHCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 20 mg (0.082 mmol) of 6,7-difluoro-5-nitro-1,4-dihydroquinoxaline-2,3-dione in 0.5 m; of DMSO-d6 was added 2 drops of 30% ammonium hydroxide and the solution was heated at 80° C. for 24 h. To the mixture was added one more drop of 30% ammonium hydroxide and it was heated at 80° C. for 10 h. The mixture was added to 4 mL of water and then acidified with 2 N HCl to pH=1. The precipitate was filtered, washed with water, and dried to leave a yellow solid (15 mg, 76%); mp 250° C. (dec.); 1H NMR (DMSO-d6), 7.202 (1, d, J=11.5), 7.232 (sb, 2), 11.15 (mb, 1), 12.0 (mb, 1). 19F NMR, −133.84 (d, J=11.6). MS, 240 (M+, 100), 212 (10), 177 (10), 166 (20). HRMS, Calcd for CH5FN4O4 240.0290, found 240.0294.

Workup

  1. temperaturewas heated at 80° C. for 10 h
  2. filtrationThe precipitate was filtered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-85ab1eaed5ad4128a2735bd6ed01e746
Source dataset
uspto-grants-2001_06
Patent number
US06251903B1

Reaction notes

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