反应详情

A mixture of 5,6-dimethoxyindan-1-one, Compound 3a, (4 g, 0.021 mole), 3,5-dichlorophenyl isothiocyanate, Compound 3b, (4.45 g, 0.022 mole) and THF (30 mL) was added to lithium hexamethyldisilane (26.9 mL, 0.269 mole) dropwise at room temperature with stirring. Hydrazine (1.04 mL, 0.032 mole) and acetic acid (1.65 mL) were added to the reaction mixture, which was then stirred at room temperature for 12 hrs. The reaction continued at 75° C. overnight. The resulting organics were first diluted with ethyl acetate (100 mL), then washed with water and brine solution, dried (Na2SO4), and solvent was removed in vacuo. The chemical residues were recrystallized from ethanol. The first and second crops of solid were combined and dissolved in hot CH3CN, to which an equal volume of HCl-ether solution was added to precipitate the title compound (Compound 19), which was collected and dried under vacuum at 60° C. mp>270° C.; MS m/z 376 and 378 (M+H)+; 1HNMR (DMSO-d6): 3.44(s, 2H), 3.83(s, 3H), 3.82(s, 3H),6.93(s, 1H),7.19 (s, 1H), 7.21(s, 1H), 7.35(s, 2H).

1. stirringwas then stirred at room temperature for 12 hrs
2. washwashed with water and brine solution
3. dry with materialdried (Na2SO4), and solvent
4. customwas removed in vacuo
5. customThe chemical residues were recrystallized from ethanol
6. dissolutiondissolved in hot CH3CN, to which an equal volume of HCl-ether solution
7. additionwas added
8. customto precipitate the title compound (Compound 19), which
9. customwas collected
10. customdried under vacuum at 60° C. mp>270° C.