Acetic Anhydride → N-(7-Bromo-2,3-dioxo-1,2,3,4-tetrahydroquinoxalin-5-ylmethyl)-acetamide

HRID 1422231Notes

Reaction equation

HRID 1422231 reaction equation
Cl.[NH2:2][CH2:3][C:4]1[CH:13]=[C:12]([Br:14])[CH:11]=[C:10]2[C:5]=1[NH:6][C:7](=[O:16])[C:8](=[O:15])[NH:9]2.[C:17](OC(=O)C)(=[O:19])[CH3:18].C(N(CC)CC)C>CN(C)C=O>[Br:14][C:12]1[CH:11]=[C:10]2[C:5]([NH:6][C:7](=[O:16])[C:8](=[O:15])[NH:9]2)=[C:4]([CH2:3][NH:2][C:17](=[O:19])[CH3:18])[CH:13]=1

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 18706500HCID 18706500, compound

Product 1

HCID 18706505N-(7-Bromo-2,3-dioxo-1,2,3,4-tetrahydroquinoxalin-5-ylmethyl)-acetamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

50 mg (0.19 mmol) of 5-aminomethyl-7-bromo-2,3-dioxo-1,2,3,4-tetrahydroquinoxaline hydrochloride are suspended in 4 ml of N,N-dimethylformamide and stirred at 20° C. for 24 hours with 0.02 ml (1.2 equiv.) of acetic anhydride and 0.059 ml (2.2 equiv.) of triethylamine. The solvent is concentrated by evaporation, and the solid is suspended in diethyl ether, filtered off and washed with methanol and diethyl ether. After drying under a high vacuum, the title compound is obtained in the form of a white solid.

Workup

  1. concentrationThe solvent is concentrated by evaporation
  2. filtrationfiltered off
  3. washwashed with methanol and diethyl ether
  4. customAfter drying under a high vacuum

Sources & evidence

ORD record
ord-22f4f01f53a6475285274e50acbb0726
Source dataset
uspto-grants-2000_06
Patent number
US06080743

Reaction notes

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