تفاعل #1135799

معادلة التفاعل

1-chloro-3-isocyanato-2-methylbenzene

aluminium chloride

sodium azide

hydrochloric acid

sodium nitrite

→

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

المذيبات

tetrahydrofuran

tetrahydrofuran

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwith heating
2. 2
   درجة الحرارةunder reflux for one hour
3. 3
   أخرىAfter the reaction mixtures
4. 4
   درجة الحرارةwere cooled under ice-
5. 5
   درجة الحرارةcooling
6. 6
   workup.ADDITIONwere added
7. 7
   workup.STIRRINGthe resulting mixtures were stirred
8. 8
   درجة الحرارةwith heating
9. 9
   درجة الحرارةunder reflux for five hours
10. 10
    درجة الحرارةAfter cooling the mixtures
11. 11
    workup.ADDITIONwas added
12. 12
    أخرىthe reaction mixtures
13. 13
    workup.STIRRINGwith stirring
14. 14
    استخلاصwere extracted with ethyl acetate
15. 15
    تجفيفThe organic layers were dried over anhydrous sodium sulfate
16. 16
    تركيزwere then concentrated under reduced pressure

الإجراء التجريبي

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.

المصدر