Iodine → HCID 12786936, compound

HRID 468970Notes

Reaction equation

HRID 468970 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([Br:10])[N:5]=1)(=[O:3])[CH3:2].[I:11]I.[N:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>O>[I-:11].[Br:10][C:6]1[N:5]=[C:4]([C:1](=[O:3])[CH2:2][N+:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 807IodineHCID 1049PyridineHCID 112985782-Acetyl-6-bromopyridine

Product 1

HCID 12786936HCID 12786936, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A reaction vessel was charged with 11.0 g of 2-acetyl-6-bromopyridine, 14.0 g of iodine, and 45 mL of pyridine, followed by heating and stirring at 100° C. for 5 hours. After cooling to room temperature, 100 mL of water was added thereto and purification by recrystallization was performed. The reaction product was vacuum-dried at 70° C. for 12 hours to obtain 13.8 g (yield, 62%) of [2-(6-bromopyridin-2-yl)oxoethyl]pyridinium iodide as a brown powder.

Workup

  1. temperatureby heating
  2. temperatureAfter cooling to room temperature
  3. custompurification
  4. customby recrystallization
  5. customThe reaction product was vacuum-dried at 70° C. for 12 hours

Sources & evidence

ORD record
ord-e56afeb4cc484ae39d9c458df65c9bf0
Source dataset
uspto-grants-2014_01
Patent number
US08624228B2

Reaction notes

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