Acetamide → 3-(2-Methyl-oxazol-4-yl)-benzoic acid

HRID 1265600Notes

Reaction equation

HRID 1265600 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([OH:10])=[O:9])=O.[C:14]([NH2:17])(=[O:16])[CH3:15]>>[CH3:15][C:14]1[O:16][CH:2]=[C:3]([C:5]2[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=2)[C:8]([OH:10])=[O:9])[N:17]=1

Participants

3

Reactant 2

HCID 178AcetamideHCID 27568353-(2-bromoacetyl)benzoic Acid

Product 1

HCID 186131593-(2-Methyl-oxazol-4-yl)-benzoic acidYield 74.3%

Conditions

Temperature
130 °C

Procedure

A mixture of 3-(2-bromo-acetyl)-benzoic acid (2.43 g) and acetamide (1.77 g) was heated with stirring to 130° C. for 40 min. The mixture was cooled and diluted with H2(30 mL) and the precipitate formed was collected by filtration to give 3-(2-methyl-oxazol-4-yl)-benzoic acid (1.51 g) as brown solid.

Workup

  1. temperaturewas heated
  2. temperatureThe mixture was cooled
  3. additiondiluted with H2(30 mL)
  4. customthe precipitate formed
  5. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-1fbba387afe0432ea075cd882750885f
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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