Water → HCID 178508959, compound

HRID 1691835Notes

Reaction equation

HRID 1691835 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([OH:8])[CH:5]=[CH:4][CH:3]=1.[Br:9]Br.O>C(O)(=O)C>[NH2:1][C:2]1[N:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[Br:9]

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 1785076342-Amino-6-hydroxypyridine

Product 1

HCID 178508959HCID 178508959, compoundYield 52.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 6-amino-pyridin-2-ol (5 g, 45.4 mmol) in glacial acetic acid (60 mL) was added bromine (2.33 mL, 45.4 mmol) under Ar atmosphere. The mixture was stirred for 20 minutes, then water was added and the mixture was extracted with ethyl acetate. The combined organic extracts were washed with brine, dried (Na2SO4), filtered and concentrated to dryness to obtain crude 6-amino-5-bromo-pyridin-2-ol (4.53 g).

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe combined organic extracts were washed with brine
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-5bf03174e1a1430cbfb9790ebf829c4b
Source dataset
uspto-grants-2012_04
Patent number
US08153809B2

Reaction notes

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