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Hydrogen Bromide → 5,8-Quinoxalinediol

HRID 1153729
Notes
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Reaction equation

HRID 1153729 reaction equation
C[O:2][C:3]1[CH:12]=[CH:11][C:10]([O:13]C)=[C:9]2[C:4]=1[N:5]=[CH:6][CH:7]=[N:8]2.Br>C(O)(=O)C>[OH:13][C:10]1[CH:11]=[CH:12][C:3]([OH:2])=[C:4]2[C:9]=1[N:8]=[CH:7][CH:6]=[N:5]2
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 600389HCID 600389, compound

Product 1

HCID 1356973965,8-Quinoxalinediol

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Ten grams of 5,8-dimethoxyquinoxaline were dissolved in 100 ml. of glacial acetic acid. After 60 ml. of 48% hydrobromic acid were added to the solution, the reaction was allowed to reflux overnight. The solution was evaporated to dryness in vacuo and a solution of 5% sodium bicarbonate was added until the reaction was basic. The solution was extracted several times with methylene chloride. The combined methylene chloride extracts were dried with sodium sulfate and evaporated to give an amorphous powder which was used without purification for the subsequent reactions.

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes

Workup

  1. temperatureto reflux overnight
  2. customThe solution was evaporated to dryness in vacuo
  3. additiona solution of 5% sodium bicarbonate was added until the reaction
  4. extractionThe solution was extracted several times with methylene chloride
  5. dry with materialThe combined methylene chloride extracts were dried with sodium sulfate
  6. customevaporated
  7. customto give an amorphous powder which
  8. customwas used without purification for the subsequent reactions

Sources & evidence

ORD record
ord-c2b4993bd13e46808f7ddc4e35a70d2e
Source dataset
uspto-grants-1984_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04486432

Reaction notes

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