反应详情

To a solution of salicylhydroxamic acid (1.53 g, 10 mmol) in THF (40 ml) was added a solution of carbonyldiimidazole (1.62 g, 20 mmol) in tetrahydrofuran (20 ml). The mixture was stirred at reflux for 4 hrs. before evaporation to dryness. Water (20 ml) and conc. HCl (aq.) (5 ml) were added and the solution was refrigerated (5° C.) for 30 min. The resulting precipitate was collected by filtration and washed with 2M HCl. The solid material was dissolved in methanol and concentrated in vacuo yielding 725 mg (54%) of the title compound 71. TLC (10% methanol in DCM): Rf=0.2. HPLC-MS (Method A): M+=136.1 (UV/MS(%)=94/100).1H-NMR (400 MHz, CDCl3, MeOD): δ=7.73 (1H, m); 7.56 (1H, m); 7.38 (1H, m); 7.28 (1H, m); 3.87 (1H, s).

1. temperatureat reflux for 4 hrs
2. custombefore evaporation to dryness
3. additionWater (20 ml) and conc. HCl (aq.) (5 ml) were added
4. custom(5° C.)
5. customfor 30 min
6. filtrationThe resulting precipitate was collected by filtration
7. washwashed with 2M HCl
8. dissolutionThe solid material was dissolved in methanol
9. concentrationconcentrated in vacuo