Bromine → 6-Amino-5-bromo-1,2-dihydro-2,2-dimethyl-3-(4h)-quinoxalinone hydrobromide

HRID 484301Notes

Reaction equation

HRID 484301 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7]([CH3:13])([CH3:12])[C:6](=[O:14])[NH:5]2.[Br:15]Br>C(O)(=O)C>[BrH:15].[NH2:1][C:2]1[C:3]([Br:15])=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7]([CH3:12])([CH3:13])[C:6](=[O:14])[NH:5]2

Participants

4

Reactant 2

HCID 24408BromineHCID 152257137-Amino-3,3-dimethyl-3,4-dihydroquinoxalin-2(1H)-one

Product 1

HCID 199364056-Amino-5-bromo-1,2-dihydro-2,2-dimethyl-3-(4h)-quinoxalinone hydrobromide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A solution of 6-amino-1,2-dihydro-2,2-dimethyl-3(4H)-quinoxalinone (250 mg, 1.31 mmol) in glacial acetic acid (4 ml) is cooled using a water bath. Bromine (210 mg, 1.31 mmol) in acetic acid (0.25 ml) is added dropwise over a 5 minute period. The mixture is stirred at room temperature for 4 hours and the resulting precipitate is collected by vacuum filtration. The title compound is obtained in pure form after drying in vacuo.

Workup

  1. filtrationthe resulting precipitate is collected by vacuum filtration

Sources & evidence

ORD record
ord-71399d8647c144ddacfedf7bac7b75cb
Source dataset
uspto-grants-1993_07
Patent number
US05231096

Reaction notes

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