Reaktion #955909

Reaktionsgleichung

thiosemicarbazide

2-methoxy-4-methylbenzoic acid

EDCI

→

powder

Ausbeute 47.0%

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

Ausbeute 47.0%

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe reaction was stirred at r.t. for 21 h
2. 2
   SonstigeThe mixture was evaporated to dryness
3. 3
   workup.ADDITIONdiluted with water
4. 4
   FiltrationThe white solid was then filtered
5. 5
   Waschenwashed with water
6. 6
   Temperaturheated
7. 7
   Temperaturat reflux for 2 days
8. 8
   FiltrationThe suspension was filtered hot
9. 9
   Temperaturthe aqueous solution was cooled in ice
10. 10
    FiltrationThe solid was filtered
11. 11
    Waschenwashed with water
12. 12
    Sonstigedried

Vorschrift

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%).

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