反应详情

Pyridylmagnesium bromide is prepared from magnesium (0.25 g), 2-bromopyridine (2.1 g) and dried tetrahydrofuran (10 ml). To the product is added dropwise a solution of 1-methyl-5-(3-cyanopropyl)thio-1,2,3,4-tetrazole (1.8 g) in dried tetrahydrofuran (10 ml) with stirring under ice-cooling. After the solution is added, the mixture is stirred at room temperature for 3 hours. To the mixture is added 1 N-HCl (50 ml) under ice-cooling and the mixture is stirred for 1 hour. The reaction mixture is diluted with water and extracted with chloroform. The chloroform solution is washed with saturated aqueous sodium bicarbonate and saturated aqueous sodium chloride and dried over sodium sulfate. After chloroform is distilled off, the residue is purified by column chromatography (Kieselgel 60) and eluted with benzene-ether (10:1) to give 1-methyl-5-[3-(2-pyridylcarbonyl)propyl]thio-1,2,3,4-tetrazole (0.6 g) as colorless needles (hexane-ether) m.p. 73°-75° C.

1. temperaturecooling
2. additionAfter the solution is added
3. stirringthe mixture is stirred at room temperature for 3 hours
4. temperaturecooling
5. stirringthe mixture is stirred for 1 hour
6. extractionextracted with chloroform
7. washThe chloroform solution is washed with saturated aqueous sodium bicarbonate and saturated aqueous sodium chloride
8. dry with materialdried over sodium sulfate
9. distillationAfter chloroform is distilled off
10. customthe residue is purified by column chromatography (Kieselgel 60)
11. washeluted with benzene-ether (10:1)