Ammonia → 7-Bromoquinolin-5-ol

HRID 1496844Notes

Reaction equation

HRID 1496844 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[N:9]2)=[C:4]([O:12]C)[CH:3]=1.Br.N>O>[OH:12][C:4]1[CH:3]=[C:2]([Br:1])[CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][CH:8]=[N:9]2

Participants

5

Reactant 3

HCID 222AmmoniaHCID 260Hydrogen BromideHCID 712378127-Bromo-5-methoxyquinoline

Product 1

HCID 1362166197-Bromoquinolin-5-ol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.5 g (0.0064 mol) of 7-bromo-5-methoxy-quinoline were refluxed with 48% HBr (30 ml) for 20h. After cooling to room temperature reaction mixture was poured into 100 ml of water and basified with saturated ammonia solution. Product was filtered off, washed with water and dried at 50° C. in vacuo. Yield of 7-bromo-5-hydroxy-quinoline was 600 mg (41%).

Workup

  1. customreaction mixture
  2. filtrationProduct was filtered off
  3. washwashed with water
  4. customdried at 50° C. in vacuo

Sources & evidence

ORD record
ord-02bdefb191324228bee808c9a6938667
Source dataset
uspto-grants-2015_12
Patent number
US09199937B2

Reaction notes

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