반응 #1135799

반응 방정식

1-chloro-3-isocyanato-2-methylbenzene

aluminium chloride

sodium azide

hydrochloric acid

sodium nitrite

→

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

용매

tetrahydrofuran

tetrahydrofuran

water

반응 조건

후처리

1. 1
   온도with heating
2. 2
   온도under reflux for one hour
3. 3
   기타After the reaction mixtures
4. 4
   온도were cooled under ice-
5. 5
   온도cooling
6. 6
   workup.ADDITIONwere added
7. 7
   workup.STIRRINGthe resulting mixtures were stirred
8. 8
   온도with heating
9. 9
   온도under reflux for five hours
10. 10
    온도After cooling the mixtures
11. 11
    workup.ADDITIONwas added
12. 12
    기타the reaction mixtures
13. 13
    workup.STIRRINGwith stirring
14. 14
    추출were extracted with ethyl acetate
15. 15
    건조The organic layers were dried over anhydrous sodium sulfate
16. 16
    농축were then concentrated under reduced pressure

실험 절차

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.

출처