反応 #955909

反応方程式

thiosemicarbazide

2-methoxy-4-methylbenzoic acid

EDCI

→

powder

収率 47.0%

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

収率 47.0%

溶媒

pyridine

反応条件

後処理

1. 1
   workup.STIRRINGthe reaction was stirred at r.t. for 21 h
2. 2
   その他The mixture was evaporated to dryness
3. 3
   workup.ADDITIONdiluted with water
4. 4
   ろ過The white solid was then filtered
5. 5
   洗浄washed with water
6. 6
   温度heated
7. 7
   温度at reflux for 2 days
8. 8
   ろ過The suspension was filtered hot
9. 9
   温度the aqueous solution was cooled in ice
10. 10
    ろ過The solid was filtered
11. 11
    洗浄washed with water
12. 12
    その他dried

実験手順

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%).

出典