Реакция #87508

Уравнение реакции

2-(4-bromophenyl)-5-(2-chloro-6-fluorophenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one

POCl3

→

desired product

1-(4-bromophenyl)-5-chloro-3-(2-chloro-6-fluorophenyl)-1H-1,2,4-triazole

Условия реакции

Обработка

1. 1
   ТемператураThe reaction mass was refluxed for 48 h
2. 2
   ДругоеThe reaction mass was quenched in water
3. 3
   Экстракцияextracted with ethyl acetate
4. 4
   Концентрированиеconcentrated
5. 5
   ДругоеThe obtained crude product
6. 6
   Другоеwas purified with column chromatography on silica gel eluting with 0.5% EA

Методика

To 2-(4-bromophenyl)-5-(2-chloro-6-fluorophenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one (Intermediate-1, 0.100 g, 0.271 mmol) was added POCl3. The reaction mass was refluxed for 48 h. The reaction mass was quenched in water, basified with NaHCO3 and extracted with ethyl acetate and concentrated. The obtained crude product was purified with column chromatography on silica gel eluting with 0.5% EA:DCM to afford 0.110 g of the desired product. 1H NMR (300 MHz, DMSO d6): δ 7.44 (t, J=9.3 Hz, 1H), 7.53 (d, J=7.8 Hz, 1H), 7.60-7.68 (m, 1H), 7.72 (d, J=9.0 Hz, 2H), 7.85 (d, J=8.7 Hz, 2H). MS (m/z): 388.22 (M+H)+.

Источник