Reaktion #1687621

Reaktionsgleichung

5-(3-pyridyl)-tetrazole

sodium hydroxide

methyl iodide

→

12

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

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe mixture was filtered
2. 2
   Sonstigethe filtrate was evaporated
3. 3
   workup.DISSOLUTIONThe residue was dissolved in dichloromethane (100 ml)
4. 4
   Waschenthe solution was washed three with water (100 ml)
5. 5
   TrocknenThe organic phase wan dried over magnesium sulphate
6. 6
   Sonstigeevaporated

Vorschrift

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.

Quelle