Sulfuric Acid → HCID 19875877, compound

HRID 1086223Notes

Reaction equation

HRID 1086223 reaction equation
[N:1]1([CH:6]([C:10]2[CH:19]=[C:18]3[C:13]([NH:14][C:15](=[O:25])[C:16]([C:20]([O:22]CC)=[O:21])=[N:17]3)=[CH:12][CH:11]=2)[CH:7]([CH3:9])[CH3:8])[CH:5]=[CH:4][N:3]=[CH:2]1.[OH-].[Na+].S(=O)(=O)(O)O>>[N:1]1([CH:6]([C:10]2[CH:19]=[C:18]3[C:13]([NH:14][C:15](=[O:25])[C:16]([C:20]([OH:22])=[O:21])=[N:17]3)=[CH:12][CH:11]=2)[CH:7]([CH3:8])[CH3:9])[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 19875876ethyl 3,4-dihydro-7-[1-(1H-imidazol-1-yl)-2-methylpropyl]3-oxo-2-quinoxalinecarboxylate

Product 1

HCID 19875877HCID 19875877, compoundYield 24.6%

Procedure

A solution of 4.25 parts of ethyl 3,4-dihydro-7-[1-(1H-imidazol-1-yl)-2-methylpropyl]-3-oxo-2-quinoxalinecarboxylate in 20 parts of a sodium hydroxide solution 1N was stirred for 4 hours at room temperature. The reaction mixture was treated with a diluted sulfuric acid solution to pH 5.5. After concentration, the residue was crystallized from pyridine. The product was filtered off and dried, yielding 1 part (24.6%) of 3,4-dihydro-7-[1-(1H-imidazol-1-yl)-2-methylpropyl]-3-oxo-2-quinoxalinecarboxylic acid; mp. 237.5° C. (comp. 129).

Workup

  1. concentrationAfter concentration
  2. customthe residue was crystallized from pyridine
  3. filtrationThe product was filtered off
  4. customdried

Sources & evidence

ORD record
ord-76104503d8b9417a8901f616332809ef
Source dataset
uspto-grants-1991_07
Patent number
US05028606

Reaction notes

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