反応 #9271

反応方程式

N-(6-cyano-1,3-benzothiazol-2-yl)-N′-ethylurea

azidotributylstannane

→

N-Ethyl-N′-[6-(2H-1,2,3,4-tetraazol-5-yl)-1,3-benzothiazol-2-yl]urea

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   温度then refluxed for about 48–72 hours
2. 2
   その他The solvent was removed under reduced pressure
3. 3
   workup.ADDITIONAbout 0.5 mL of dilute aqueous hydrochloric acid was added
4. 4
   その他a white precipitate formed
5. 5
   ろ過the precipitate was collected by filtration
6. 6
   洗浄washed with warm THF
7. 7
   その他then dried under vacuum
8. 8
   その他LC/MS 1.37 min, 290 (M+1)

実験手順

About 30 mg N-(6-cyano-1,3-benzothiazol-2-yl)-N′-ethylurea was charged into about 5 mL dry tetrahydrofuran. Added about 2 g of azidotributylstannane then refluxed for about 48–72 hours. The solvent was removed under reduced pressure then the crude oil was taken up in dichloromethane. About 0.5 mL of dilute aqueous hydrochloric acid was added and a white precipitate formed. This was allowed to sit for about 30 minutes then the precipitate was collected by filtration, washed with warm THF then dried under vacuum. 1H NMR 1.10 (t, 3H), 3.2 (m, 2H), 6.76 (br s, 1H), 7.78 (d, 1H), 8.0 (d, 1H), 8.58 (s, 1H), 10.91 (s, 1H); LC/MS 1.37 min, 290 (M+1).

出典