Sodium hydride → HCID 66926049, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred suspension of 0.5 g of 4-(1H-benzoimidazol-2-yl)-furazan-3-ylamine (CAS 332026-86-5) (2.49 mmol; 1.0 eq.) in 15 mL of dry tetrahydrofuran cooled to 0° C. are added portionwise 0.075 g of sodium hydride (2.98 mmol; 1.2 eq.). After stirring for 10 min at 0-5° C., the resulting clear solution is treated with 0.54 mL of 2-(trimethylsilyl)ethoxymethyl chloride (2.91 mmol; 1.17 eq.). The reaction solution is stirred for 0.5 h at 0-5° C. and then diluted with 30 mL of ethyl acetate. The solution is washed with water (20 mL) and brine (20 mL), dried over magnesium sulfate, filtered and concentrated to dryness. The oily residue is triturated in diisopropylether (10 mL) and the solvent is removed under reduced pressure to give 0.78 g of the desired product as an off-white solid.

Provenance & Evidence