Hydrogen Bromide → HCID 135829331, compound

HRID 964995Notes

Reaction equation

HRID 964995 reaction equation
C[O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([Cl:13])=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1.C(=O)(O)[O-].[Na+].[BrH:19]>>[Cl:13][C:7]1[C:6]2[C:11](=[CH:12][C:3]([OH:2])=[CH:4][CH:5]=2)[N:10]=[C:9]([Br:19])[CH:8]=1

Participants

4

Reactant 3

HCID 260Hydrogen BromideHCID 516892Sodium BicarbonateHCID 106078294-Chloro-7-methoxyquinoline

Product 1

HCID 135829331HCID 135829331, compound

Procedure

7-Methoxy-4-chloroquinoline(13 g, 67 mmol) was refluxed for 24 hours with 47% hydrobromic acid (30 ml). After allowing to cool, aqueous solution of saturated sodium bicarbonate was added for neutralization and the resulting crystals were filtered. The obtained crystals were washed with water, sufficiently dried and recrystallized from ethanol to obtain 9 g of 4-chloro(bromo)-7-hydroxyquinoline [a mixture of 4-chloro-7-hydroxyquinoline and 4-bromo-7-hydroxy-quinoline (7 : 3)]. This mixture was used without further purification as the starting material in a next reaction.

Workup

  1. temperatureto cool
  2. filtrationthe resulting crystals were filtered
  3. washThe obtained crystals were washed with water
  4. customsufficiently dried
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-d8bd8009cdbb41e0951675139e9f6e04
Source dataset
uspto-grants-1998_06
Patent number
US05773449

Reaction notes

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