HCID 15066352, compound → HCID 178516982, compound

HRID 477760Notes

Reaction equation

HRID 477760 reaction equation
C([NH:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]([Br:19])=[CH:11][C:10]=1[NH:20][C:21]([C:23]([O:25]CC)=O)=[O:22])(C(OCC)=O)=O>Cl.C(O)(=O)C>[Br:19][C:12]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=2[C:9]2[N:8]=[C:23]([OH:25])[C:21]([OH:22])=[N:20][C:10]=2[CH:11]=1

Participants

4

Reactant 1

HCID 15066352HCID 15066352, compound

Product 1

HCID 178516982HCID 178516982, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 313Hydrochloric AcidSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 2,0 g (4,6 mmol) 1,2-diethoxalylamino-4-bromonaphthalene in 50 ml 2N hydrochloric acid and 25 ml acetic acid was refluxed for 1,5 h. After cooling to 25° C., the precipitate was filtered off. The crude product was recrystallized (dimethylformamide-water) to give 1,2 g (90%) of pure 6-bromo-2,3-dihydroxybenzo(f)quinoxaline.

Workup

  1. temperaturewas refluxed for 1,5 h
  2. filtrationthe precipitate was filtered off
  3. customThe crude product was recrystallized (dimethylformamide-water)

Sources & evidence

ORD record
ord-ff4d4f73feff44d282e753c25c59bec3
Source dataset
uspto-grants-1989_12
Patent number
US04889855

Reaction notes

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