2-Fluorobenzoyl chloride → 3-(2-Fluorobenzoylamino)-5-methyl-2-pyridone

HRID 259563Notes

Reaction equation

HRID 259563 reaction equation
[NH2:1][C:2]1[C:3](=[O:9])[NH:4][CH:5]=[C:6]([CH3:8])[CH:7]=1.[F:10][C:11]1[CH:19]=[CH:18][CH:17]=[CH:16][C:12]=1[C:13](Cl)=[O:14]>N1C=CC=CC=1>[F:10][C:11]1[CH:19]=[CH:18][CH:17]=[CH:16][C:12]=1[C:13]([NH:1][C:2]1[C:3](=[O:9])[NH:4][CH:5]=[C:6]([CH3:8])[CH:7]=1)=[O:14]

Participants

4

Reactant 2

HCID 98082-Fluorobenzoyl chlorideHCID 227548163-Amino-5-methylpyridin-2(1H)-one

Product 1

HCID 227548243-(2-Fluorobenzoylamino)-5-methyl-2-pyridone

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 3.1 g. of 3-amino-5-methyl-2-pyridone in 25 ml. of pyridine was cooled in ice and treated with 4.5 g. of 2-fluorobenzoyl chloride dropwise. After stirring about 3 hours at room temperature, the mixture was diluted with 200 ml. of ice-water. After 0.5 hour the precipitate was collected, washed with water, dried and recrystallized from ethanol to give 3-(2-fluorobenzoylamino)-5-methyl-2-pyridone, m.p. 230°-232° C.

Workup

  1. additiontreated with 4.5 g
  2. additionthe mixture was diluted with 200 ml
  3. customAfter 0.5 hour the precipitate was collected
  4. washwashed with water
  5. customdried
  6. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-baf3e9afb5e24bb095339cdbe9a88172
Source dataset
uspto-grants-1977_07
Patent number
US04038396

Reaction notes

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