반응 #87508

반응 방정식

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

반응 조건

후처리

1. 1
   온도The reaction mass was refluxed for 48 h
2. 2
   기타The reaction mass was quenched in water
3. 3
   추출extracted with ethyl acetate
4. 4
   농축concentrated
5. 5
   기타The obtained crude product
6. 6
   기타was purified with column chromatography on silica gel eluting with 0.5% EA

실험 절차

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)+.

출처