Sodium Phosphate, Dibasic → HCID 774878, compound

HRID 486247Notes

Reaction equation

HRID 486247 reaction equation
[C:1]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][N:7]=1)(=[O:4])[CH2:2][CH3:3].P([O-])([O-])(O)=O.[Na+].[Na+].[Br:19]Br>O.C(O)(=O)C>[C:1]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([Br:19])=[CH:8][N:7]=1)(=[O:4])[CH2:2][CH3:3]

Participants

6

Reactant 3

HCID 24203Sodium Phosphate, DibasicHCID 24408BromineHCID 202968Propionamide, N-2-pyridyl-

Product 1

HCID 774878HCID 774878, compoundYield 84.7%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

To 47.5 g of an aqueous solution containing 0.2 mol of 2-propionamido pyridine (Ie), a solution containing 71 g (0.5 ml) of disodium hydrogenphosphate dissolved in 450 g of water was added. To this mixture, a solution containing 49.2 g (0.31 mol) of bromine dissolved in 50 g of acetic acid was added with stirring at 10°-15° C. for 4 hours. After having been stirred at room temperature for one hour and then at 60° C. for one hour, the mixture was cooled. The crystal precipitated thereby was filtered. After the crystal was washed with water and dried, 38.8 g (yield: 84.7%) of 2-propionamido-5-bromopyridine (IIe) was obtained as a dark white crystal.

Workup

  1. additionwas added
  2. additionwas added
  3. stirringAfter having been stirred at room temperature for one hour
  4. waitat 60° C. for one hour
  5. temperaturethe mixture was cooled
  6. customThe crystal precipitated
  7. filtrationthereby was filtered
  8. washAfter the crystal was washed with water
  9. customdried

Sources & evidence

ORD record
ord-9cc551425c0e4864be9a9d48c8da9105
Source dataset
uspto-grants-1994_03
Patent number
US05290943

Reaction notes

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