Furan-2-carboxylic acid (7-bromo-2,3-dimethoxy-quinoxalin-5-ylmethyl)-amide → Furan-2-carboxylic acid (7-bromo-2,3-dioxo-1,2,3,4-tetrahydro-quinoxalin-5-ylmethyl)-amide

HRID 1422229Notes

Reaction equation

HRID 1422229 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([N:6]=[C:7]([O:14]C)[C:8]([O:12]C)=[N:9]2)=[C:4]([CH2:16][NH:17][C:18]([C:20]2[O:21][CH:22]=[CH:23][CH:24]=2)=[O:19])[CH:3]=1>Br.C(O)(=O)C.C(OCC)C>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([NH:6][C:7](=[O:14])[C:8](=[O:12])[NH:9]2)=[C:4]([CH2:16][NH:17][C:18]([C:20]2[O:21][CH:22]=[CH:23][CH:24]=2)=[O:19])[CH:3]=1

Participants

5

Reactant 1

HCID 54513571Furan-2-carboxylic acid (7-bromo-2,3-dimethoxy-quinoxalin-5-ylmethyl)-amide

Product 1

HCID 44363734Furan-2-carboxylic acid (7-bromo-2,3-dioxo-1,2,3,4-tetrahydro-quinoxalin-5-ylmethyl)-amide

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 260Hydrogen BromideSolventHCID 3283Diethyl EtherSolvent

Procedure

310 mg (0.79 mmol) of furan-2-carboxylic acid (7-bromo-2,3-dimethoxy-quinoxalin-5-ylmethyl)-amide are dissolved in 6 ml of an approximately 25% solution of hydrogen bromide in acetic acid, and the solution is stirred at room temperature for 16 hours. The mixture is diluted with diethyl ether, and the solid is filtered off and washed with diethyl ether. After drying under a high vacuum, the title compound is obtained in the form of a beige solid.

Workup

  1. filtrationthe solid is filtered off
  2. washwashed with diethyl ether
  3. customAfter drying under a high vacuum

Sources & evidence

ORD record
ord-c842bfe9f6f949ed8e0ffc238432dd90
Source dataset
uspto-grants-2000_06
Patent number
US06080743

Reaction notes

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