Triphenylphosphine → HCID 86639523, compound

Participants

Reaction Steps

To a solution of 292 mg of triphenylphosphine in dehydrated THF (3 ml) was added dropwise 563 mg of a 40% solution of diisopropylcarbodiimide in toluene under ice cooling, followed by stirring for 20 minutes. To the resulting suspension was added dropwise a solution of 167 mg of 6-chloro-2-(2-hydroxyethylamino)-4-phenylquinazoline (compound No. Ic3-1) in dehydrated THF (2 ml) under ice cooling, and immediately 127 mg of thioacetic acid was added dropwise. The resulting yellow clear solution was stirred for 1 hour under ice cooling, stirred at room temperature for 1 hour, poured into a saturated solution of sodium bicarbonate in water, and then extracted with chloroform. The extract was concentrated. The resulting residue was purified by silica gel column chromatography (chloroform:ethyl acetate=10:1) to obtain 170 mg of the titled compound. Mp.128.9° C. 1H NMR (CDCl3): 2.34 (3H, s), 3.22 (2H, t, J=6.5 Hz), 3.73 (2H, q, J=6.5 Hz), 5.74 (1H, br. t, J=6.5 Hz), 7.53-7.62 (5H, m), 7.65-7.70 (2H, m), 7.77 (1H, s).

Provenance & Evidence