Réaction #339187

Équation de réaction

methanol

3-chloro-2-(2-formyl-1H-pyrrol-1-yl)pyridine

sodium thiocyanate

bromine

→

1-(3-chloro-2-pyridinyl)-5-thiocyanato-1H-pyrrole-2-carbaldehyde

Rendement 125.4%

Solvants

sodium bromide methanol

Conditions de réaction

Traitement

1. 1
   Autreat −20° C
2. 2
   Extractionextracted with chloroform two times
3. 3
   Lavagewashed with an aqueous saturated sodium chloride solution
4. 4
   Séchagedried over anhydrous magnesium sulfate
5. 5
   Concentrationconcentrated under reduced pressure

Mode opératoire

To 10 ml of methanol were added 1.0 g of 3-chloro-2-(2-formyl-1H-pyrrol-1-yl)pyridine and 1.4 g of sodium thiocyanate. A solution of 1.0 g of bromine in 5 ml of saturated sodium bromide-methanol was added dropwise thereto at −20° C. The resulting mixture was stirred at the same temperature for 2 hours. The reaction mixture was added to 100 ml of ice water, and extracted with chloroform two times. The organic layers were combined, washed with an aqueous saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain 1.6 g of 1-(3-chloro-2-pyridinyl)-5-thiocyanato-1H-pyrrole-2-carbaldehyde of the formula:

Source