2-Fluorobenzoyl chloride → 3-(2-Fluorobenzoylamino)-2-pyridone

HRID 259547Notes

Reaction equation

HRID 259547 reaction equation
[NH2:1][C:2]1[C:3](=[O:8])[NH:4][CH:5]=[CH:6][CH:7]=1.[F:9][C:10]1[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=1[C:12](Cl)=[O:13]>N1C=CC=CC=1>[F:9][C:10]1[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=1[C:12]([NH:1][C:2]1[C:3](=[O:8])[NH:4][CH:5]=[CH:6][CH:7]=1)=[O:13]

Participants

4

Reactant 2

HCID 98082-Fluorobenzoyl chlorideHCID 3223533-Amino-2-pyridinol

Product 1

HCID 124613983-(2-Fluorobenzoylamino)-2-pyridone

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 3.3 g. (0.03 mole) of 3-amino-2-pyridone in 75 ml. of pyridine cooled in ice was added portionwise 6.3 g. (0.04 mole) of 2-fluorobenzoyl chloride over 5 minutes. After stirring for 15 hours at ambient temperature, the mixture was poured into ice-water. The resultant precipitate was collected by filtration, washed with water and recrystallized from ethanol to give 3-(2-fluorobenzoylamino)-2-pyridone, m.p. 223° C.

Workup

  1. additionwas added portionwise 6.3 g
  2. filtrationThe resultant precipitate was collected by filtration
  3. washwashed with water
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-c9fc5f1018974e0f87e7c040d978d1fa
Source dataset
uspto-grants-1977_07
Patent number
US04038396

Reaction notes

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