反应 #1135807

反应方程式

sodium nitrite

hydrochloric acid

aluminum chloride

sodium azide

1-methoxy-3-isocyanato-2-methylbenzene

→

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

收率 75.4%

溶剂

water

N,N-dimethylformamide

反应条件

后处理

1. 1
   workup.STIRRINGthe resulting mixtures were stirred for fifteen minutes
2. 2
   温度After cooling the mixtures
3. 3
   workup.ADDITIONwas added the reaction solutions
4. 4
   workup.STIRRINGwith stirring
5. 5
   萃取were extracted with ethyl acetate
6. 6
   洗涤The organic layers were washed with water and saturated saline
7. 7
   干燥were dried over anhydrous magnesium sulfate
8. 8
   浓缩were then concentrated under reduced pressure

实验过程

Under ice-cooling, to N,N-dimethylformamide 180 mL was added anhydrous aluminum chloride 16.0 g and the resulting mixtures were stirred for fifteen minutes. Thereto was added sodium azide 7.8 g and the resulting mixtures were stirred for fifteen minutes and thereto was then added 1-methoxy-3-isocyanato-2-methylbenzene 17.0 g and the resulting mixtures were heated at 80° C. for four and a half hours. After cooling the mixtures, to a mixture of sodium nitrite 25 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-methoxyphenyl)-1,4-dihydrotetrazole-5-one 16.2 g.

来源