反応 #10873

反応方程式

4-[4-(1-methylethyl)-1-piperazinyl]benzenamine

4[4-(1-methylethyl)-1-piperazinyl]benzenamine

thiocarbonyldiimidazole

→

1-(4-isothiocyanatophenyl)-4-(1-methylethyl)piperazine

収率 101.3%

溶媒

N,N-dimethylformamide

N,N-dimethylformamide

反応条件

後処理

1. 1
   workup.ADDITIONAfter the addition
2. 2
   その他the cooling bath was removed
3. 3
   workup.STIRRINGthe solution was stirred for 1 h
4. 4
   workup.ADDITIONIce-water was added
5. 5
   抽出the mixture was extracted with ether
6. 6
   乾燥The ether layer was dried (MgSO4)
7. 7
   ろ過filtered
8. 8
   その他evaporated

実験手順

A solution of 4-[4-(1-methylethyl)-1-piperazinyl]benzenamine (1.6 g,˜6.8 mmol) (from Step B above) in N,N-dimethylformamide (25 mL) was added dropwise over 20 min to a cooled (−15° C.) solution of thiocarbonyldiimidazole (1.4 g, 7.7 mmol) (Aldrich) in N,N-dimethylformamide (30 mL). After the addition was complete, the mixture was stirred at −15° C. for 20 min, then the cooling bath was removed and the solution was stirred for 1 h. Ice-water was added and the mixture was extracted with ether. The ether layer was dried (MgSO4), filtered, and evaporated to give 1-(4-isothiocyanatophenyl)-4-(1-methylethyl)piperazine (1.8 g, quantitative yield).

出典