Water → HCID 12051810, compound

HRID 1582182Notes

Reaction equation

HRID 1582182 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][NH2:5].Cl[C:7]1[C:16](=[O:17])[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9](=[O:18])[C:8]=1[NH:19][C:20](=[O:22])[CH3:21].O>C1C=CC=CC=1>[CH3:1][O:2][CH2:3][CH2:4][NH:5][C:7]1[C:16](=[O:17])[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9](=[O:18])[C:8]=1[NH:19][C:20](=[O:22])[CH3:21]

Participants

5

Reactant 3

HCID 962WaterHCID 80182-MethoxyethylamineHCID 72754Acetamide, N-(1,4-dihydro-3-chloro-1,4-dioxo-2-naphthyl)-

Product 1

HCID 12051810HCID 12051810, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

2-Methoxyethylamine (0.8 ml) was added to a solution of N-(3-chloro-1,4-dihydro-1,4-dioxo-2-naphthalenyl)acetamide (1.0 g) in benzene (20 ml) and the mixture was stirred at room temperature for 1 hour. Water was added to the reaction solution and the mixture was extracted with chloroform. The organic layer was washed with water and brine and then dried over anhydrous sodium sulfate. The solvent was evaporated and the residue was recrystallized from ethyl acetate to give N-[3-(2-methoxyethyl)amino-1,4-dihydro-1,4-dioxo-2-naphthalenyl]acetamide (0.87 g) as a red powder.

Workup

  1. extractionthe mixture was extracted with chloroform
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was evaporated
  5. customthe residue was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-fd022af8ff0f4cb0af1568bc299dd01b
Source dataset
uspto-grants-2004_05
Patent number
US06734203B2

Reaction notes

Loading…