Dichloromethane → HCID 38901236, compound

Participants

Reaction Conditions

Reaction Steps

Dissolution of N-benzyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetamide (8.02 g, 27.2 mmol) in acetonitrile (100 mL) was achieved by heating to reflux. After the reaction mixture was cooled to 0° C., NaN3 (2.30 g, 35.4 mmol) and trifluoromethanesulfonic anhydride (10 g, 35.4 mmol) were added. The reaction mixture was then stirred at room temperature overnight. Dichloromethane (200 mL) was added. The reaction mixture was extracted with saturated sodium bicarbonate solution three times and brine one time and then was dried over MgSO4. The solution was filtered and concentrated to yield 2-(1-benzyl-1H-tetrazol-5-ylmethyl)-isoindole-1,3-dione as a white solid.

Provenance & Evidence