Hydrazine, (2-fluorophenyl)-, hydrochloride (1:1) → 1-Azido-2-fluorobenzene

Participants

Reaction Steps

Sodium nitrite (510 mg) dissolved in 2 ml of water was dropped, under cooling with ice, into a solution of 1.0 g of 2-fluorophenylhydrazine hydrochloride in 5 ml of concentrated hydrochloric acid and 6 ml of diethyl ether. Temperature of the reaction solution was raised to room temperature followed by stirring for 2 hours. The reaction solution was diluted with diethyl ether, washed with water and then with a saturated saline solution and dried over sodium sulfate. The solvent was evaporated in vacuo to give 402 mg of the crude title compound as a brown oily substance.

Provenance & Evidence