反応 #95981

反応方程式

thiosemicarbazide

ethyl alcohol

sodium nitrite

benzyl chloride

→

5-Benzylthio-1H-tetrazole

溶媒

ethyl acetate

water

反応条件

後処理

1. 1
   温度After heating
2. 2
   その他the reaction mixture was evaporated to dryness under reduced pressure
3. 3
   workup.DISSOLUTIONthe residue was dissolved in water
4. 4
   洗浄The solution was washed with ethyl acetate
5. 5
   workup.ADDITIONwas added to a solution of 25 g
6. 6
   その他The organic layer was separated
7. 7
   洗浄washed with water, brine
8. 8
   乾燥was dried over sodium sulfate
9. 9
   その他The dried ethyl acetate solution was evaporated under reduced pressure
10. 10
    その他the product obtained as a residue
11. 11
    洗浄was washed with methylene chloride
12. 12
    その他recrystallized from ethyl acetate
13. 13
    その他There were obtained 21 g

実験手順

A solution of 30 g. (0.33 mole) of thiosemicarbazide and 51 g. (0.40 mole) of benzyl chloride in 500 ml. of ethyl alcohol was heated at the reflux temperature for about 3.5 hours. After heating, the reaction mixture was evaporated to dryness under reduced pressure and the residue was dissolved in water. The solution was washed with ethyl acetate and was added to a solution of 25 g. (0.36 mole) of sodium nitrite in 50 ml. of water. The solution was stirred for 15 minutes and then ethyl acetate was added. The organic layer was separated and washed with water, brine, and was dried over sodium sulfate. The dried ethyl acetate solution was evaporated under reduced pressure, and the product obtained as a residue was washed with methylene chloride and recrystallized from ethyl acetate. There were obtained 21 g. of the product melting at about 134° C. to about 136° C.

出典