反応 #1135796

反応方程式

sodium nitrite

aluminium chloride

sodium azide

tetrahydrofuran

3-chloro-2-methylbenzoic acid chloride

tetrahydrofuran

hydrochloric acid

→

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

溶媒

water

反応条件

後処理

1. 1
   温度with heating
2. 2
   温度under reflux for two hours
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.ADDITIONwas added
7. 7
   workup.STIRRINGthe resulting mixtures were stirred
8. 8
   温度with heating
9. 9
   温度under reflux for ten 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 then 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 33.6 g, sodium azide 49.2 g and tetrahydrofuran 100 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-chloro-2-methylbenzoic acid chloride and tetrahydrofuran 100 mL and the resulting mixtures were stirred with heating under reflux for ten hours. After cooling the mixtures, to a mixture of sodium nitrite 75.6 g and water 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-chlorophenyl)-1.4-dihydrotetrazole-5-one.

出典