反应详情

To a solution of 2-cyano-4'-methylbiphenyl (390 g, 2.02 moles) in toluene (2.3 L) was added trimethyltin azide (525 g, 2.55 moles) at room temperature. The mixture was refluxed for 24 hours, cooled to room temperature, filtered, washed with toluene and sucked dry in a funnel. The precipitate was resuspended in toluene (3.5 L) and THF (250 mL) was added. Anhydrous HCl was bubbled in at a moderate rate at room temperature to give a clear solution (45 minutes). Addition of HCl gas was continued for another 20 minutes with stirring whereupon a white precipitate formed. The reaction mixture was stirred overnight. The solid product was filtered, washed with toluene followed with ether and then dried under vacuum. This produced 250 g (53% yield of the tetrazole. m.p. 152°-154° C.; 1H-NMR (CDCl3): 2.40 (s, 3H), 7.19 (dd, 1H), 7.55 (m, 2H), 8.25 (dd, 1H).

1. temperatureThe mixture was refluxed for 24 hours
2. filtrationfiltered
3. washwashed with toluene
4. customsucked dry in a funnel
5. additionTHF (250 mL) was added
6. customAnhydrous HCl was bubbled in at a moderate rate at room temperature
7. customto give a clear solution (45 minutes)
8. customformed
9. stirringThe reaction mixture was stirred overnight
10. filtrationThe solid product was filtered
11. washwashed with toluene
12. customdried under vacuum