تفاعل #1135803

معادلة التفاعل

sodium nitrite

aluminium chloride

sodium azide

tetrahydrofuran

3-bromo-2-methylbenzoic acid chloride

tetrahydrofuran

hydrochloric acid

→

1-(2-methyl-3-bromophenyl)-1.4-dihydrotetrazole-5-one

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwith heating
2. 2
   درجة الحرارةunder reflux for two hours
3. 3
   أخرىAfter the reaction mixtures
4. 4
   درجة الحرارةwere cooled under ice-
5. 5
   درجة الحرارةcooling
6. 6
   workup.ADDITIONwas added
7. 7
   workup.STIRRINGthe resulting mixtures were stirred
8. 8
   درجة الحرارةwith heating
9. 9
   درجة الحرارةunder reflux for ten 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 then 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 181.0 g, sodium azide 265.0 g and tetrahydrofuran 30.0 mL was stirred with heating under reflux for two hours. After the reaction mixtures were cooled under ice-cooling, and thereto was added a mixture of the above-mentioned 3-bromo-2-methylbenzoic acid chloride and tetrahydrofuran 200 mL and the resulting mixtures were stirred with heating under reflux for ten hours. After cooling the mixtures, to a mixture of sodium nitrite 407 g and water 1,500 mL was added the reaction mixtures with stirring. The mixtures were acidified with concentrated hydrochloric acid and were then 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-bromophenyl)-1.4-dihydrotetrazole-5-one.

المصدر