反应详情

Thionyl chloride (10 ml) is added to 5-(1-phenyl-1,2,3,4-tetrazol-5-yl)valeric acid (1.8 g) and the mixture is refluxed for 1 hour. After excess thionyl chloride is distilled off under reduced pressure, dry benzene is added to the residue and the remaining small amount of thionyl chloride is removed as the benzene azeotrope. The resulting residue is dissolved in dry pyridine (50 ml) and thereto is added dropwise with stirring N,N-Diethylamine (1.5 g) under ice-cooling. The mixture is stirred at room temperature for 1 hour and benzene is added to the reaction mixture. The mixture is washed with diluted hydrochloric acid, aqueous saturated sodium bicarbonate solution and aqueous saturated sodium chloride solution and dried over sodium sulfate. After benzene is distilled off, the residue is subjected to column chromatography (Kieselgel 60 produced by Merck) by eluting the column with chloroform to give N,N-diethyl-5-(1-phenyl-1,2,3,4-tetrazol-5-yl)valeramide (2.1 g), colorless liquid, nD25 =1.5303.

1. temperaturethe mixture is refluxed for 1 hour
2. distillationAfter excess thionyl chloride is distilled off under reduced pressure, dry benzene
3. additionis added to the residue
4. customthe remaining small amount of thionyl chloride is removed as the benzene azeotrope
5. dissolutionThe resulting residue is dissolved in dry pyridine (50 ml)
6. additionis added dropwise with stirring N,N-Diethylamine (1.5 g) under ice-
7. temperaturecooling
8. additionbenzene is added to the reaction mixture
9. washThe mixture is washed with diluted hydrochloric acid, aqueous saturated sodium bicarbonate solution and aqueous saturated sodium chloride solution
10. dry with materialdried over sodium sulfate
11. distillationAfter benzene is distilled off
12. customthe residue is subjected to column chromatography (Kieselgel 60 produced by Merck)
13. washby eluting the column with chloroform