Reaktion #344327

Reaktionsgleichung

hydrogen

hydrochloric acid

methyl iodide

7-hydroxymethylbenzo-1,2,3-thiadiazole

sodium hydride

→

title compound

7-methoxymethylbenzo-1,2,3-thiadiazole

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

dimethyl sulfoxide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGAfter 20 minutes of stirring at 10° C.
2. 2
   Temperaturthe mixture is cooled down to 0°-5° C.
3. 3
   workup.STIRRINGStirring
4. 4
   workup.WAITis continued for another hour at room temperature
5. 5
   Temperaturthe mixture is cooled
6. 6
   Extraktionextracted with ethyl acetate
7. 7
   WaschenThe extracts are washed with water
8. 8
   Trocknendried over sodium sulfate
9. 9
   Sonstigeevaporated
10. 10
    Sonstigethe residue is dried in a high vacuum

Vorschrift

1.4 g of sodium hydride (50% dispersion in oil) in 15 ml of absolute dimethyl sulfoxide are introduced into a reaction vessel, and a solution of 4.15 g of 7-hydroxymethylbenzo-1,2,3-thiadiazole in 15 ml of tetrahydrofuran is added dropwise at 0°-5° C. under a nitrogen atmosphere and with stirring, during which process hydrogen is evolved. After 20 minutes of stirring at 10° C., the mixture is cooled down to 0°-5° C., and a solution of 4 g of methyl iodide in 15 ml of tetrahydrofuran is added dropwise. Stirring is continued for another hour at room temperature, and the mixture is cooled, treated with ice-water, neutralised with dilute hydrochloric acid and extracted with ethyl acetate. The extracts are washed with water, dried over sodium sulfate and evaporated, and the residue is dried in a high vacuum, resulting in the title compound in the form of a yellow oil, nD27 =1.5912.

Quelle