Ethylenediamine → HCID 178515944, compound

Participants

Reaction Steps

Ethylenediamine (50 mmol, 3.3 mL) was added via a syringe to a stirred solution of salicylaldehyde (100 mmol, 10.5 mL) in ethanol (100 mL). A yellow precipitate formed immediately. The reaction mixture was refluxed for 3 hours and the solvent was then removed in vacuo to leave a yellow crystalline solid which was washed with diethyl ether (ca. 100 mL) to give salen ligand (C0) (12.0 g, 90%). Mp. 126-130° C. 1H NMR 3.96 (4H, s, CH2CH2), 6.87 (2H, t J=8.4 Hz, 2×HAr), 6.97 (2H, t J=8.7 Hz, 2×HAr), 7.2-7.3 (4H, m, 4×HAr), 8.38 (2H, s, 2×CH═N), 13.23 (2H, s, 2×OH).

Provenance & Evidence