Реакция #955909

Уравнение реакции

thiosemicarbazide

2-methoxy-4-methylbenzoic acid

EDCI

→

powder

Выход 47.0%

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

Выход 47.0%

Растворители

pyridine

Условия реакции

Обработка

1. 1
   workup.STIRRINGthe reaction was stirred at r.t. for 21 h
2. 2
   ДругоеThe mixture was evaporated to dryness
3. 3
   workup.ADDITIONdiluted with water
4. 4
   ФильтрацияThe white solid was then filtered
5. 5
   Промывкаwashed with water
6. 6
   Температураheated
7. 7
   Температураat reflux for 2 days
8. 8
   ФильтрацияThe suspension was filtered hot
9. 9
   Температураthe aqueous solution was cooled in ice
10. 10
    ФильтрацияThe solid was filtered
11. 11
    Промывкаwashed with water
12. 12
    Другоеdried

Методика

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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