Réaction #2298629

ord-76c277f88a884fe49b4e2510066e5ae3

Équation de réaction

CC(=O)OC(C)=O
acetic anhydride
COC(=O)c1sccc1N
3-amino-2-thiophenecarboxylic acid methyl ester
COC(=O)c1sccc1NC=O
3-(formylamino)-2-thiophenecarboxylic acid methyl ester
Rendement 85.0%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurewhile cooling in an ice bath
  2. 2
    AutreThe cooling bath was removed
  3. 3
    workup.ADDITIONThe reaction mixture was diluted with water (100 mL)
  4. 4
    Filtrationthe solid product collected by vacuum filtration

Mode opératoire

Formic acid (40 mL) was added to acetic anhydride (60 mL) while cooling in an ice bath. Solid 3-amino-2-thiophenecarboxylic acid methyl ester (77, 10.3 g, 66 mmol) was added to the cold solution in small portions. The cooling bath was removed and the resulting suspension was stirred at room temperature for 4 hours. The reaction mixture was diluted with water (100 mL) and the solid product collected by vacuum filtration to yield 3-(formylamino)-2-thiophenecarboxylic acid methyl ester (10.3 g, 85% yield) as a white solid.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: USRE039267E1uspto-grants-2006_09