反応 #1687621

反応方程式

5-(3-pyridyl)-tetrazole

sodium hydroxide

methyl iodide

→

12

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

溶媒

ethanol

反応条件

後処理

1. 1
   ろ過The mixture was filtered
2. 2
   その他the filtrate was evaporated
3. 3
   workup.DISSOLUTIONThe residue was dissolved in dichloromethane (100 ml)
4. 4
   洗浄the solution was washed three with water (100 ml)
5. 5
   乾燥The organic phase wan dried over magnesium sulphate
6. 6
   その他evaporated

実験手順

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.

出典