반응 #87504

반응 방정식

N′-(4-bromophenyl)-2-chloro-6-fluorobenzenecarbo hydrazonamide

pyridine

phosgene

→

desired product

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

용매

CHCl3

반응 조건

후처리

1. 1
   기타The reaction mass was quenched in water
2. 2
   추출extracted with DCM
3. 3
   건조The organic layer was dried over anhydrous sodium sulphate
4. 4
   농축concentrated
5. 5
   기타The obtained crude product
6. 6
   기타was purified with column chromatography on silica gel eluting with 1.0% MeOH

실험 절차

To a cold solution of N′-(4-bromophenyl)-2-chloro-6-fluorobenzenecarbo hydrazonamide (0.050 g, 0.146 mmol) in CHCl3 was added pyridine (0.5 mL) and phosgene (1.0 mL) at 0-5° C. The reaction mass was stirred at 0-5° C. for 2-3 h. The reaction mass was quenched in water, neutralized with dilute acetic acid and extracted with DCM. The organic layer was dried over anhydrous sodium sulphate and concentrated. The obtained crude product was purified with column chromatography on silica gel eluting with 1.0% MeOH:DCM to afford 0.020 g of the desired product. 1H NMR (300 MHz, DMSO d6): δ 7.50 (t, J=8.7 Hz, 1H), 7.56-7.71 (m, 4H), 7.89 (d, J=9.3 Hz, 2H), 12.69 (s, 1H). MS (m/z): 368.15 (M)+.

출처