Реакция #2389084

Уравнение реакции

5-Methyl-2-thiophenecarbaldehyde

hydroxylamine hydrochloride

sodium acetate

→

5-methyl-2-thiophenecarboxamide

Выход 82.0%

Растворители

acetic acid

Условия реакции

Обработка

1. 1
   Концентрированиеthe reaction mixture was concentrated under reduced pressure to about one-half of its volume
2. 2
   workup.ADDITIONTo this concentrate was added concentrated hydrochloric acid (100 ml)
3. 3
   workup.ADDITIONThe reaction mixture was then diluted with 100 ml of water
4. 4
   Температураcooling for 30 minutes
5. 5
   ФильтрацияThe resulting crystals were recovered by filtration
6. 6
   Промывкаrinsed with 100 ml of iced water

Методика

5-Methyl-2-thiophenecarbaldehyde (2.6 g, 0.1 M), hydroxylamine hydrochloride (8.3 g, 0.12 M), and sodium acetate (9.8 g, 0.12 M) were added to. acetic acid (50 ml) and the mixture was refluxed for 13 to 15 hours. After disappearance of the starting material was confirmed by high performance liquid chromatography (HPLC retention time ca 13 min.), the reaction mixture was concentrated under reduced pressure to about one-half of its volume. To this concentrate was added concentrated hydrochloric acid (100 ml) and the reaction was allowed to proceed at 60° C. for 4 hours. The reaction mixture was then diluted with 100 ml of water and stirred under ice-cooling for 30 minutes. The resulting crystals were recovered by filtration and rinsed with 100 ml of iced water to provide 5-methyl-2-thiophenecarboxamide (HPLC retention time ca 4 min.)

Источник