Water → HCID 12051811, compound

HRID 1582187Notes

Reaction equation

HRID 1582187 reaction equation
[OH-].[Na+].[CH3:3][O:4][CH2:5][CH2:6][NH:7][C:8]1[C:17](=[O:18])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10](=[O:19])[C:9]=1[NH:20][C:21](=O)[CH3:22].O>C(O)C>[CH3:3][O:4][CH2:5][CH2:6][N:7]1[C:8]2[C:17](=[O:18])[C:16]3[C:11]([C:10](=[O:19])[C:9]=2[N:20]=[C:21]1[CH3:22])=[CH:12][CH:13]=[CH:14][CH:15]=3

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 12051810HCID 12051810, compound

Product 1

HCID 12051811HCID 12051811, compoundYield 123.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2 M Sodium hydroxide aqueous solution (0.9 ml) was added to a solution of N-[3-(2-methoxyethyl)amino-1,4-dihydro-1,4-dioxo-2-naphthalenyl]acetamide (0.5 g) in ethanol (10 ml) and the mixture was stirred at room temperature for 15 minutes. Water was added to the reaction solution and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine and then dried over anhydrous sodium sulfate. The solvent was evaporated and the residue was collected by filtration and washed with ethanol to give 1-(2-methoxyethyl)-2-methyl-4,9-dihydro-4,9-dioxo-1H-naphtho[2,3-d]imidazole (0.58 g) as a light orange powder.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was evaporated
  5. filtrationthe residue was collected by filtration
  6. washwashed with ethanol

Sources & evidence

ORD record
ord-78908c7b9d9f4e54a5aae27b749bc791
Source dataset
uspto-grants-2004_05
Patent number
US06734203B2

Reaction notes

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