N-(7-bromo-2,3-dimethoxy-quinoxalin-5-ylmethyl)-oxalamic acid ethyl ester → N-(7-Bromo-2,3-dioxo-1,2,3,4-tetrahydroquinoxalin-5-ylmethyl)-oxalamic acid ethyl ester

HRID 1422226Notes

Reaction equation

HRID 1422226 reaction equation
[CH2:1]([O:3][C:4](=[O:24])[C:5]([NH:7][CH2:8][C:9]1[CH:18]=[C:17]([Br:19])[CH:16]=[C:15]2[C:10]=1[N:11]=[C:12]([O:22]C)[C:13]([O:20]C)=[N:14]2)=[O:6])[CH3:2]>Br.C(O)(=O)C.C(OCC)C>[CH2:1]([O:3][C:4](=[O:24])[C:5]([NH:7][CH2:8][C:9]1[CH:18]=[C:17]([Br:19])[CH:16]=[C:15]2[C:10]=1[NH:11][C:12](=[O:22])[C:13](=[O:20])[NH:14]2)=[O:6])[CH3:2]

Participants

5

Reactant 1

HCID 54297612N-(7-bromo-2,3-dimethoxy-quinoxalin-5-ylmethyl)-oxalamic acid ethyl ester

Product 1

HCID 54187739N-(7-Bromo-2,3-dioxo-1,2,3,4-tetrahydroquinoxalin-5-ylmethyl)-oxalamic acid ethyl ester

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 260Hydrogen BromideSolventHCID 3283Diethyl EtherSolvent

Procedure

254 mg (0.79 mmol) of N-(7-bromo-2,3-dimethoxy-quinoxalin-5-ylmethyl)-oxalamic acid ethyl ester 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-26280e28dc9f4fdab09f13129e2a8242
Source dataset
uspto-grants-2000_06
Patent number
US06080743

Reaction notes

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