Reaktion #87502

Reaktionsgleichung

(2E)-1-(4-bromophenyl)-2-(2-chloro-6-fluorobenzylidene) hydrazine

PCl5

→

desired product

Ausbeute 23.0%

N-(4-bromophenyl)-2-chloro-6-fluorobenzenecarbohydrazonoyl chloride

Ausbeute 23.0%

Lösungsmittel

benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mass was quenched in water
2. 2
   Extraktionextracted with ethyl acetate
3. 3
   TrocknenThe organic layer was dried over anhydrous sodium sulphate
4. 4
   Einengenconcentrated

Vorschrift

To a solution of (2E)-1-(4-bromophenyl)-2-(2-chloro-6-fluorobenzylidene) hydrazine (0.300 g, 1.32 mmol) in benzene (10 mL) was added PCl5 (0.330 g, 1.58 mmol). The reaction mixture was stirred at RT for 18 h. The reaction mass was quenched in water, neutralized with NaHCO3 and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulphate and concentrated to afford 0.110 g of the desired product. 1H NMR (300 MHz, DMSO d6): δ 7.17 (d, J=8.7 Hz, 2H), 7.41 (d, J=8.7 Hz, 3H), 7.45-7.61 (m, 2H), 10.26 (s, 1H). MS (m/z): 361.34 (M−H)−.

Quelle