Water → HCID 178517755, compound

HRID 269580Notes

Reaction equation

HRID 269580 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:8])=[N:6][CH:7]=1.[Br:9]Br.C(OCC)(=O)C.O>C(O)(=O)C>[Br:9][C:4]1[C:5]([OH:8])=[N:6][CH:7]=[C:2]([Cl:1])[CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 24408BromineHCID 1785160645-chloropyridin-2-ol

Product 1

HCID 178517755HCID 178517755, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

5-Chloro-2-pyridinol (5.18 g, 40 mmol) was dissolved in glacial acetic acid (50 ml) and bromine (7.51 g, 2.41 ml, 47 mmol) added. The mixture was stirred at room temperature for 48 hours. Ethyl acetate and water were added and the organic layer washed with water (×3), dried (MgSO4) and evaporated. The residue was triturated with diethyl ether and the buff solid filtered and dried (5.59 g).

Workup

  1. washthe organic layer washed with water (×3)
  2. dry with materialdried (MgSO4)
  3. customevaporated
  4. customThe residue was triturated with diethyl ether
  5. filtrationthe buff solid filtered
  6. customdried (5.59 g)

Sources & evidence

ORD record
ord-73bec1fd3b644c66b0fbfc6411b9fc29
Source dataset
uspto-grants-2008_11
Patent number
US07446222B2

Reaction notes

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