2,3-Diaminopyridine → 2-Furoyl isothiocyanate

Participants

Reaction Conditions

Reaction Steps

2-Furoylisothiocyanate is prepared from 2-furoyl chloride (13 g., 0.1 moles) and potassium thiocyanate (9.7 g., 0.1 moles) in acetone (35 ml.). The mixture is stirred at 10°C. for 15 minutes. 2,3-Diaminopyridine (2.8 g., 0.0257 moles) is added as a solid, the mixture stirred at 10°C. and allowed to warm to room temperature for 3 hours. The yellow solid is filtered, washed with acetone, slurried in 500 ml. water, filtered, washed with water and air dried. The product, 8.45 g. (80%) is purified by recrystallization from acetone giving 6.1 g. (57%) of desired product, as yellow crystals, m.p. 174°C. dec., of 2,3-bis[3-(2-furoyl)-2-thioureido]pyridine.

Provenance & Evidence