Sodium Carbonate → HCID 57429816, compound

Participants

Reaction Steps

A solution of 169 mg of 1-(2-chloroethyl)-3-(4-methylpent-1-yn-3-yl)urea (Formula 24) in 10 mL of water was heated at 100° C. for 2.5 hours. The reaction mixture was cooled to room temperature. Then, a saturated solution of sodium carbonate was added to adjust the pH of the solution to greater than 8. The mixture was extracted with ethyl acetate. The combined ethyl acetate was washed with brine, dried over sodium sulfate and concentrated. Column chromatography (5% 7N NH3 in MeOH/CH2Cl2) gave 60 mg of N-(4-methylpent-1-yn-3-yl)-4,5-dihydrooxazol-2-amine (Formula 25) as a white solid. 1H NMR (300 MHz, CDCl3) δ 1.01 (m, 6H), 1.95-2.02 (m, 1H), 2.28-2.29 (m, 1H), 3.76-3.83 (m, 2H), 4.24-4.32 (m, 3H).

Provenance & Evidence