Реакция #2298618

ord-32c3794161204a7eb2dd3faa7b51ab85

Уравнение реакции

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
Выход 85.0%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

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

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: USRE039267E1uspto-grants-2006_09