Reaktion #1135799

Reaktionsgleichung

1-chloro-3-isocyanato-2-methylbenzene

aluminium chloride

sodium azide

hydrochloric acid

sodium nitrite

→

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

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwith heating
2. 2
   Temperaturunder reflux for one hour
3. 3
   SonstigeAfter the reaction mixtures
4. 4
   Temperaturwere cooled under ice-
5. 5
   Temperaturcooling
6. 6
   workup.ADDITIONwere added
7. 7
   workup.STIRRINGthe resulting mixtures were stirred
8. 8
   Temperaturwith heating
9. 9
   Temperaturunder reflux for five hours
10. 10
    TemperaturAfter cooling the mixtures
11. 11
    workup.ADDITIONwas added
12. 12
    Sonstigethe reaction mixtures
13. 13
    workup.STIRRINGwith stirring
14. 14
    Extraktionwere extracted with ethyl acetate
15. 15
    TrocknenThe organic layers were dried over anhydrous sodium sulfate
16. 16
    Einengenwere then concentrated under reduced pressure

Vorschrift

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.

Quelle