反応 #82523

反応方程式

2-amino-4-chloro-6-methyl-5-[3-(2,5-dichlorophenyl)-2-butenyl]pyrimidine

sodium azide

ammonium chloride

→

5-amino-7-methyl-8-[3-(2,5-dichlorophenyl)-2-butenyl]tetrazolo[1,5-c]pyrimidine

収率 85.9%

溶媒

dimethyl sulfoxide

反応条件

後処理

1. 1
   ろ過the resultant solid is collected by filtration
2. 2
   workup.DISSOLUTIONThe solid is dissolved in methylene chloride
3. 3
   乾燥the solution is dried with magnesium sulfate
4. 4
   ろ過The mixture is filtered
5. 5
   濃縮the filtrate is concentrated under reduced pressure to a residual solid
6. 6
   その他The solid is recrystallized from methylene chloride/petroleum ether

実験手順

Under a nitrogen atmosphere, a solution of 2.0 grams (0.006 mole) of 2-amino-4-chloro-6-methyl-5-[3-(2,5-dichlorophenyl)-2-butenyl]pyrimidine, 0.4 gram (0.006 mole) of sodium azide, and 0.3 gram (0.006 mole) of ammonium chloride in 15 mL of dimethyl sulfoxide is stirred at ambient temperature for about 18 hours. After this time the reaction mixture is poured into ice-water. The mixture is stirred until the ice melted, and the resultant solid is collected by filtration. The solid is dissolved in methylene chloride, and the solution is dried with magnesium sulfate. The mixture is filtered, and the filtrate is concentrated under reduced pressure to a residual solid. The solid is recrystallized from methylene chloride/petroleum ether, yielding 1.8 grams of 5-amino-7-methyl-8-[3-(2,5-dichlorophenyl)-2-butenyl]tetrazolo[1,5-c]pyrimidine. The NMR spectrum is consistent with the proposed structure.

出典