Benzylamine → HCID 12987502, compound

HRID 1582188Notes

Reaction equation

HRID 1582188 reaction equation
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:10]1[C:19](=[O:20])[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12](=[O:21])[C:11]=1[N:22]([CH2:26][CH2:27][O:28][CH3:29])[C:23](=[O:25])[CH3:24].C(OCC)(=O)C>C1C=CC=CC=1>[CH2:1]([NH:8][C:10]1[C:19](=[O:20])[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12](=[O:21])[C:11]=1[N:22]([CH2:26][CH2:27][O:28][CH3:29])[C:23](=[O:25])[CH3:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 7504BenzylamineHCID 8857Ethyl AcetateHCID 12987498N-(3-Chloro-1,4-dihydro-1,4-dioxo-2-naphthalenyl)-N-(2-methoxyethyl)acetamide

Product 1

HCID 12987502HCID 12987502, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Benzylamine (0.5 ml) was added to a solution of N-(3-chloro-1,4-dihydro-1,4-dioxo-2-naphthalenyl)-N-(2-methoxyethyl)acetamide (0.5 g) in benzene (15 ml) and the mixture was stirred at room temperature for 4 hours. Ethyl acetate was added to the reaction solution and the mixture was washed with water and brine and then dried over anhydrous magnesium sulfate. The solvent was evaporated and the residue was crystallized from ethyl acetate-hexane to give N-(3-benzylamino-1,4-dihydro-1,4-dioxo-2-naphthalenyl)-N-(2-methoxyethyl)acetamide (0.51 g) as a red powder.

Workup

  1. washthe mixture was washed with water and brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customThe solvent was evaporated
  4. customthe residue was crystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-940c1617566042e4abca367ba9c5c1dd
Source dataset
uspto-grants-2004_05
Patent number
US06734203B2

Reaction notes

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