2,6-Difluorobenzamide → HCID 18472029, compound

HRID 1781298Notes

Reaction equation

HRID 1781298 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:3]=1[C:4]([NH2:6])=[O:5].O.[C:13]([OH:17])(=[O:16])[CH:14]=[O:15]>CC(C)=O>[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:3]=1[C:4]([NH:6][CH:14]([OH:15])[C:13]([OH:17])=[O:16])=[O:5]

Participants

4

Reactant 2

HCID 874392,6-DifluorobenzamideHCID 15620607Glyoxylic acid, monohydrate

Product 1

HCID 18472029HCID 18472029, compoundYield 52.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 50 g (0.318 mol) of 2,6-difluorobenzamide, 32 g (0.349 mol) of glyoxylic acid monohydrate and 200 mL of acetone was refluxed for 5 h. The reaction was cooled and solvents evaporated to give a white solid. It was triturated with cold acetone to afford 38.56 g of a white solid: mp 125°-127° C. 1H-NMR (DMSO-d6)δ9.55 (d, 1H), 7.50 (m, 1H), 7.15 (t,2H), 5.45 (d,1H)

Workup

  1. temperaturewas refluxed for 5 h
  2. temperatureThe reaction was cooled
  3. customsolvents evaporated
  4. customto give a white solid
  5. customIt was triturated with cold acetone

Sources & evidence

ORD record
ord-e6135515d659427a98f0b27e43c85d8b
Source dataset
uspto-grants-1997_05
Patent number
US05633271

Reaction notes

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