Reacción #1687621

Ecuación de reacción

5-(3-pyridyl)-tetrazole

sodium hydroxide

methyl iodide

→

12

2-Methyl-5-(3-pyridyl)-2H-tetrazole

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe mixture was filtered
2. 2
   Otrothe filtrate was evaporated
3. 3
   workup.DISSOLUTIONThe residue was dissolved in dichloromethane (100 ml)
4. 4
   Lavadothe solution was washed three with water (100 ml)
5. 5
   SecadoThe organic phase wan dried over magnesium sulphate
6. 6
   Otroevaporated

Procedimiento

5-(3-pyridyl)-tetrazole (11) (J. M. McManus and R. M. Herbst, J. Am. Chem. Soc., 24 (1959) 1462-64) (10 g, 0.068 mol), sodium hydroxide (2.73 g, 0.068 mol), and methyl iodide (14.5 g, 0.1 mol) in ethanol (100 ml) was stirred at 40° C. overnight. The mixture was filtered and the filtrate was evaporated. The residue was dissolved in dichloromethane (100 ml), and the solution was washed three with water (100 ml). The organic phase wan dried over magnesium sulphate and evaporated yielding 3.21 g (0.020 mol 30%) of 12 with M.P. 108°-110° C. According to the 1H NMR spectrum the product contained less than 10% of the 1-isomer.

Fuente