反应详情

To a flask under a nitrogen atmosphere was added 1.66 g. (0.069 mole) of 60% sodium hydride, which had been washed twice with hexane to remove the mineral oil, in 40 ml. of dry DMF. To this slurry at room temperature was added with stirring 6.40 g. (27.7 mmoles) of 2-(4-chlorophenyl)-3-(2-furyl)propionitrile in 25 ml. of dry DMF. The mixture was stirred for 45 minutes and then 4.66 g. (30.47 mmoles) of 1-(chloromethyl)-1,2,4-triazole hydrochloride was added directly in two portions. The flask contents were stirred for six hours after which 1.6 g. of 60% sodium hydride which had been washed with hexane to remove the oil was added to complete the reaction. Water, 20 ml., was added dropwise followed by 100 ml. of ether and 50 ml. of ethyl acetate. The combined extracts were dried, decolorized with activated charcoal, filtered through infusorial earth, and concentrated to give a thick oil which crystallized on cooling to 3.2 g. (37.1% yield) of 1-[2-(4-chlorophenyl)-2-cyano-3-(2-furyl)propyl]-1,2,4-triazole as a light yellow solid, melting point 112°-114° C.

1. additionTo a flask under a nitrogen atmosphere was added 1.66 g
2. customto remove the mineral oil
3. additionTo this slurry at room temperature was added
4. stirringThe mixture was stirred for 45 minutes
5. stirringThe flask contents were stirred for six hours after which 1.6 g
6. washof 60% sodium hydride which had been washed with hexane
7. customto remove the oil
8. additionwas added
9. customthe reaction
10. addition, was added dropwise
11. customThe combined extracts were dried
12. filtrationfiltered through infusorial earth
13. concentrationconcentrated
14. customto give a thick oil which
15. customcrystallized
16. temperatureon cooling to 3.2 g