反応 #1135799

反応方程式

1-chloro-3-isocyanato-2-methylbenzene

aluminium chloride

sodium azide

hydrochloric acid

sodium nitrite

→

1-(2-methyl-3-chlorophenyl)-1,4-dihydrotetrazole-5-one

溶媒

tetrahydrofuran

tetrahydrofuran

water

反応条件

後処理

1. 1
   温度with heating
2. 2
   温度under reflux for one hour
3. 3
   その他After the reaction mixtures
4. 4
   温度were cooled under ice-
5. 5
   温度cooling
6. 6
   workup.ADDITIONwere added
7. 7
   workup.STIRRINGthe resulting mixtures were stirred
8. 8
   温度with heating
9. 9
   温度under reflux for five hours
10. 10
    温度After cooling the mixtures
11. 11
    workup.ADDITIONwas added
12. 12
    その他the reaction mixtures
13. 13
    workup.STIRRINGwith stirring
14. 14
    抽出were extracted with ethyl acetate
15. 15
    乾燥The organic layers were dried over anhydrous sodium sulfate
16. 16
    濃縮were then concentrated under reduced pressure

実験手順

A mixture of aluminium chloride 4.71 g, sodium azide 6.89 g and tetrahydrofuran 100 mL was stirred with heating under reflux for one hour. After the reaction mixtures were cooled under ice-cooling, thereto were added a mixture of the above-mentioned 1-chloro-3-isocyanato-2-methylbenzene and tetrahydrofuran 10 mL and the resulting mixtures were stirred with heating under reflux for five hours. After cooling the mixtures, to a mixture of sodium nitrite 10.59 g and water 300 mL was added the reaction mixtures with stirring. The mixtures were acidified with concentrated hydrochloric acid and were extracted with ethyl acetate. The organic layers were dried over anhydrous sodium sulfate and were then concentrated under reduced pressure to give 1-(2-methyl-3-chlorophenyl)-1,4-dihydrotetrazole-5-one.

出典