반응 #1135801

반응 방정식

sodium nitrite

hydrochloric acid

aluminum chloride

sodium azide

1-bromo-3-isocyanato-2-methylbenzene

→

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

수율 86.1%

용매

water

N,N-dimethylformamide

반응 조건

후처리

1. 1
   workup.STIRRINGthe resulting mixtures were stirred for fifteen minutes
2. 2
   온도After cooling the mixtures
3. 3
   workup.ADDITIONwas added the reaction solutions
4. 4
   workup.STIRRINGwith stirring
5. 5
   추출were extracted with ethyl acetate
6. 6
   세척The organic layers were washed with water and saturated saline
7. 7
   건조were dried over anhydrous magnesium sulfate
8. 8
   농축were then concentrated under reduced pressure

실험 절차

Under ice-cooling, to N,N-dimethylformamide 220 mL was added anhydrous aluminum chloride 19.7 g and the resulting mixtures were stirred for fifteen minutes. Thereto was added sodium azide 9.6 g and the resulting mixtures were stirred for fifteen minutes and thereto was then added 1-bromo-3-isocyanato-2-methylbenzene 30.3 g and the resulting mixtures were heated at 80° C. for five hours. After cooling the mixtures, to a mixture of sodium nitrite 33 g, water 2 L and ice 500 g was added the reaction solutions with stirring. The mixtures were acidified with 10% hydrochloric acid and were extracted with ethyl acetate. The organic layers were washed with water and saturated saline, and were dried over anhydrous magnesium sulfate and were then concentrated under reduced pressure to give 1-(2-methyl-3-bromophenyl)-1,4-dihydrotetrazole-5-one 31.4 g.

출처