Reaktion #1687624

Reaktionsgleichung

hydrochloric acid

sodium carbonate

thiosemicarbazide

nicotinoyl chloride

→

3-Mercapto-5(3-pyridyl)-1,2,4-triazole

Lösungsmittel

water

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter reflux for 40 min. the reaction mixture
2. 2
   Einengenwas concentrated to half the original volume, 500 ml of water
3. 3
   workup.ADDITIONwas added
4. 4
   Sonstigestored in the cold overnight
5. 5
   Sonstigeformed
6. 6
   Sonstigewas removed by filtration
7. 7
   Sonstigethe filtrate was evaporated in vacuo
8. 8
   workup.DISSOLUTIONThe resulting heavy, yellow oil was dissolved in 300 ml of water
9. 9
   TemperaturAfter reflux for 4 h the solution
10. 10
    Temperaturwas cooled
11. 11
    SonstigeThe formed, colorless precipitate, 65, was isolated by filtration
12. 12
    Sonstigedried in vacuo

Vorschrift

To a solution of 19 g (0.200 mol) of thiosemicarbazide in 175 ml of dry pyridine, 29 g (0.200 mol) of nicotinoyl chloride was slowly added at 10° C. After reflux for 40 min. the reaction mixture was concentrated to half the original volume, 500 ml of water was added, and stored in the cold overnight The precipitate formed was removed by filtration, and the filtrate was evaporated in vacuo. The resulting heavy, yellow oil was dissolved in 300 ml of water, and 64 g (0.600 mol) of sodium carbonate in 400 ml of water was added. After reflux for 4 h the solution was cooled and acidified with conc. hydrochloric acid to pH=4. The formed, colorless precipitate, 65, was isolated by filtration and dried in vacuo. Yield: 35 g (0.297 mol, 98%).

Quelle