Реакция #595325
ord-182caf2807d84ef799efe0560e10dc7d
Уравнение реакции
3,5,6-trifluoro-N1-(2-fluoro-4-iodophenyl)benzene-1,2-diamine
sulfonyl chloride
1-allyl-cyclopropanesulfonyl chloride
→
1-Allyl-cyclopropanesulfonic acid [3,4,6-trifluoro-2-(2-fluoro-4-iodo-phenylamino)phenyl]-amide
Реактанты
Реагенты
Нет
Растворители
Условия реакции
Температура
40°CELSIUS
Подробные условия
See reaction.notes.procedure_details.
Обработка
- 1ДругоеThe reaction mixture was partitioned with water and EtOAc
- 2ПромывкаThe organic layer was washed with brine
- 3Другоеdried (MGSO4)
- 4Концентрированиеconcentrated under reduced pressure
- 5ДругоеThe residue was purified by flash column chromatography on silica
Методика
To a stirred solution of the amine, i.e., 3,5,6-trifluoro-N1-(2-fluoro-4-iodophenyl)benzene-1,2-diamine, (1 eq) in anhydrous pyridine (5 ml/mmole) was added the sulfonyl chloride, i.e., 1-allyl-cyclopropanesulfonyl chloride, (1-5 eq). The reaction mixture was stirred at 40° C. for 48 hours. The reaction mixture was partitioned with water and EtOAc. The organic layer was washed with brine, dried (MGSO4) and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica. 1H NMR (CDCl3, 300 MHz): δ 7.41 (dd, 1H), 7.38 (dd, 1H), 7.09 (s, 1H), 6.78 (m, 1H), 6.49 (m, 1H), 5.96 (s, 1H), 5.86 (m, 1H), 5.18 (d, 2H), 2.76 (d, 2H), 1.23 (m, 2H), 0.872 (m, 2H).