Sodium Acetate → HCID 18008898, compound

HRID 987479Notes

Reaction equation

HRID 987479 reaction equation
Cl.[NH2:2][C:3]1[CH:12]=[C:11]2[C:6]([NH:7][C:8](=[O:18])[CH:9]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[NH:10]2)=[CH:5][C:4]=1[CH3:19].C([O-])(=O)C.[Na+].C[O:26][CH:27]1[CH:31]([CH:32]=O)[CH2:30][CH:29](OC)O1>C(O)C>[CH:27]([C:31]1[CH:30]=[CH:29][N:2]([C:3]2[CH:12]=[C:11]3[C:6]([NH:7][C:8](=[O:18])[CH:9]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[NH:10]3)=[CH:5][C:4]=2[CH3:19])[CH:32]=1)=[O:26]

Participants

5

Reactant 3

HCID 517045Sodium AcetateHCID 567310Tetrahydro-2,5-dimethoxyfuran-3-carbaldehydeHCID 18008899HCID 18008899, compound

Product 1

HCID 18008898HCID 18008898, compoundYield 44.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of ethyl 7-amino-6-methyl-3-oxo-1,2,3,4-tetrahydroquinoxaline-2-carboxylate hydrochloride (1.00 g, 3.50 mmol) and sodium acetate (345 mg, 4.20 mmol) in ethanol (35 ml) was added dropwise 2,5-dimethoxytetrahydrofuran-3-aldehyde (596 μl, 4.20 mmol), and the mixture was refluxed for 3 hours. After cooling, the residue obtained by distilling off solvent was submitted to silica gel column chromatography [ethyl acetate-hexane=3:2] to obtain 508 mg of title compound as yellowish white powder. Yield 44%.

Workup

  1. temperaturethe mixture was refluxed for 3 hours
  2. temperatureAfter cooling
  3. customthe residue obtained
  4. distillationby distilling off solvent

Sources & evidence

ORD record
ord-1e17b9cbf3ec484ab002011075e52ff5
Source dataset
uspto-grants-2003_10
Patent number
US06632813B1

Reaction notes

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