Réaction #955909

Équation de réaction

thiosemicarbazide

2-methoxy-4-methylbenzoic acid

EDCI

→

powder

Rendement 47.0%

5-(2-methoxy-4-methylphenyl)-2H-1,2,4-triazole-3(4H)-thione

Rendement 47.0%

Solvants

pyridine

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGthe reaction was stirred at r.t. for 21 h
2. 2
   AutreThe mixture was evaporated to dryness
3. 3
   workup.ADDITIONdiluted with water
4. 4
   FiltrationThe white solid was then filtered
5. 5
   Lavagewashed with water
6. 6
   Températureheated
7. 7
   Températureat reflux for 2 days
8. 8
   FiltrationThe suspension was filtered hot
9. 9
   Températurethe aqueous solution was cooled in ice
10. 10
    FiltrationThe solid was filtered
11. 11
    Lavagewashed with water
12. 12
    Autredried

Mode opératoire

To a solution of 2-methoxy-4-methylbenzoic acid (1.81 g, 9.22 mmol) in 9 ml of pyridine was added EDCI (1.9 g, 9.3 mmol) and the suspension was stirred at r.t. for 1 h. Then thiosemicarbazide (800 mg, 8.8 mmol) was added and the reaction was stirred at r.t. for 21 h. The mixture was evaporated to dryness and then diluted with water. The white solid was then filtered, washed with water and suspended in 20 ml 1 M aq. NaHCO3 and then heated at reflux for 2 days. The suspension was filtered hot and the aqueous solution was cooled in ice and acidified to pH 3 with conc. HCl. The solid was filtered and washed with water and dried to give a white powder (47%).

Source