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

HRID 36863Notes

Reaction equation

HRID 36863 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-baddcae7144a42f68c025958dbbf7c77
Source dataset
uspto-grants-1995_05
Patent number
US05418234

Reaction notes

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