Triethylamine → 6-[N-(2-Chloroethyl)carbamoyl]oxypurine

Participants

Reaction Steps

To a suspension of hypoxanthine (6.8 g, 50 mmoles) in dimethylformamide (200 ml) there is added triethylamine (5.05 g, 50 mmoles) and then at 15° to 20° C., 2-chloroethylisocyanate (5.8 g, 55 mmoles is dripped in. The reaction mixture is stirred at this temperature until dissolution of the solid (approx. for 2 hours), thereafter poured into an ice-water mixture (750 ml), the precipitate of the title product is separated by suction, washed with acetone and dried at room temperature. The yield is 8.2 g (67.8%) of compound Ib, m.p. 320°-240° C. (with decomposition), UV absorption spectrum (in dimethylsulfoxide), λ max 275 nm (log ⃝3.76).

Provenance & Evidence