Реакция #640581

ord-3d9c03ae6eaf484aa6d10801236b1507

Уравнение реакции

CC1(C)COC(=S)N(Cc2ccccc2[N+](=O)[O-])C1
5,5-Dimethyl-3-(2-nitrobenzyl)-[1,3]-oxazinan-2-thione
[Cl-].[NH4+]
ammonium chloride
O
water
CC1(C)COC(=S)N(Cc2ccccc2N)C1
3-(2-aminobenzyl)-5,5-dimethyl-[1,3]-oxazinan-2-thione
Выход 63.2%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураto reflux for one hour
  2. 2
    Фильтрацияthe reaction mixture was filtered with suction
  3. 3
    Экстракцияextracted with ethyl acetate
  4. 4
    ПромывкаThe organic layer was washed with a saturated brine
  5. 5
    Сушкаdried over anhydrous sodium sulfate
  6. 6
    Другоеthe solvent was evaporated under reduced pressure

Методика

5,5-Dimethyl-3-(2-nitrobenzyl)-[1,3]-oxazinan-2-thione (1.06 g, 3.79 mmol), iron powder (1.06 g, 19.0 mmol), ammonium chloride (0.10 g, 1.87 mmol) were suspended in ethanol (20 ml) and water (10 ml) and heated to reflux for one hour. After cooling to room temperature, the reaction mixture was filtered with suction and extracted with ethyl acetate. The organic layer was washed with a saturated brine and then dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to obtain 3-(2-aminobenzyl)-5,5-dimethyl-[1,3]-oxazinan-2-thione (0.60 g).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08048825B2uspto-grants-2011_11