Réaction #59079

Équation de réaction

4-chloro-3-(3-fluoropyridin-4-yl)benzenamine

sodium bicarbonate

thiophosgene

→

4-(2-chloro-5-isothiocyanatophenyl)-3-fluoropyridine

Solvants

acetone

Conditions de réaction

Traitement

1. 1
   AutreReaction
2. 2
   Concentrationthen concentrated
3. 3
   Autrepartitioned between ethyl acetate and water
4. 4
   SéchageOrganic layer dried over sodium sulfate and sodium bicarbonate
5. 5
   Concentrationconcentrated

Mode opératoire

The mixture containing 4-chloro-3-(3-fluoropyridin-4-yl)benzenamine (1 eq) and sodium bicarbonate (2 eq) in acetone was treated with thiophosgene (2 eq) and stirred for 5 minutes at 0° C. Reaction then concentrated and partitioned between ethyl acetate and water. Organic layer dried over sodium sulfate and sodium bicarbonate and concentrated to give 4-(2-chloro-5-isothiocyanatophenyl)-3-fluoropyridine. HPLC=5.54 min; MS: MH+=265.

Source