Bromine → 5-Bromo-2-hydroxypyridine-3-carbonitrile

HRID 2214739Notes

Reaction equation

HRID 2214739 reaction equation
[Br:1]Br.[O:3]=[C:4]1[C:9]([C:10]#[N:11])=[CH:8][CH:7]=[CH:6][NH:5]1>C(O)(=O)C>[Br:1][C:7]1[CH:8]=[C:9]([C:10]#[N:11])[C:4](=[O:3])[NH:5][CH:6]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 5775433-Cyano-2-pyridone

Product 1

HCID 72048705-Bromo-2-hydroxypyridine-3-carbonitrile

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Bromine (29 ml, 560 mmol) was added to a stirred solution of 2-oxo-1,2-dihydro-pyridine-3-carbonitrile (34 g, 280 mmol) in acetic acid (180 ml) at room temperature. After 14 hours the reaction mixture was concentrated in vacuo and the resulting oil was trituated with ethanol to afford the title compound as a solid.

Workup

  1. concentrationAfter 14 hours the reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-88e0564d21944360a2cc532a9dc99ba6
Source dataset
uspto-grants-2006_09
Patent number
US07109199B2

Reaction notes

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