Hydrochloric Acid → HCID 67533120, compound

HRID 240352Notes

Reaction equation

HRID 240352 reaction equation
[F:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[N:4]=[C:5]([C:21]([O:23]CC)=[O:22])[C:6](=[O:20])[N:7]2[C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=1.[OH-].[Na+].Cl>C(O)C>[F:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[N:4]=[C:5]([C:21]([OH:23])=[O:22])[C:6](=[O:20])[N:7]2[C:12]1[CH:13]=[CH:14][C:15]([O:18][CH3:19])=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67532576HCID 67532576, compound

Product 1

HCID 67533120HCID 67533120, compoundYield 84.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

14.3 g (41.8 mmol) of ethyl 5-fluoro-1-(4-methoxyphenyl)-2-oxo-1,2-dihydroquinoxaline-3-carboxylate was dissolved in ethanol (100 ml), and 10.0 g (62.5 mmol) of a 25% aqueous solution of sodium hydroxide was added thereto. The mixture was stirred for 2 hours at room temperature. The reaction mixture was concentrated under reduced pressure, and water was added to the residue thus obtained. The mixture was acidified using 10% hydrochloric acid. A solid precipitated therefrom was separated by filtration, washed with water, and then dried, to obtain 11.1 g (yield: 84%) of 5-fluoro-1-(4-methoxyphenyl)-2-oxo-1,2-dihydroquinoxaline-3-carboxylic acid as a pale yellow powder.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, and water
  2. additionwas added to the residue
  3. customthus obtained
  4. customA solid precipitated
  5. customtherefrom was separated by filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-931f7bc9e41d4fa4a5496d3cd9f8a9e6
Source dataset
uspto-grants-2014_02
Patent number
US08648075B2

Reaction notes

Loading…