Ammonium Chloride → HCID 66820986, compound

Participants

Reaction Steps

Zinc dust, 0.4 g (5.3 mmol) was added portionwise to a reaction flask containing a stirred mixture (10 min) of 1,5-bis-(4-cyano-phenoxy)-2-nitrobenzene 1.5 g (4.2 mmol) and 0.085 g (0.08 mmol) of ammonium chloride dissolved in 25 ml of methanol. The reaction mixture was allowed to stir for 1 h at RT. Reaction mixture was filtered through celite and the filtrate was concentrated to afford a brown viscous residue which was partitioned between ethyl acetate and water. The organic layer was dried over anhydrous sodium sulfate and concentrated to afford an oily residue, which was purified by column chromatography using chloroform-ethyl acetate (10:1) to afford 1.3 g of the required product. 1H NMR (DMSO-d6): δ 5.10 (2H, brs), 6.85 (3H, m), 7.06 (4H, m), 7.80 (4H, m).

Provenance & Evidence