반응 #2186208

반응 방정식

sodium bicarbonate

3-Benzothiazol-2-yl-7-[4-(3-hydroxy-propyl)-piperazin-1-yl]-chromen-2-one

Hünig base

tosyl chloride

→

Toluene-4-sulfonic acid 3-[4-(3-benzothiazol-2-yl-2-oxo-2H-chromen-7-yl)-piperazin-1-yl]-propyl ester

용매

dichloromethane

반응 조건

후처리

1. 1
   workup.ADDITIONpoured onto ice
2. 2
   추출extracted (dichloromethane, saline)
3. 3
   기타The organic phase is evaporated
4. 4
   기타the residue column chromatographed (silica gel, dichloromethane/EtOH 98:2)
5. 5
   기타to yield
6. 6
   기타after evaporation
7. 7
   건조drying under high vacuum 73 mg (78%) desired product as a light brownish powder

실험 절차

70 mg (0.16 mmol) 3-Benzothiazol-2-yl-7-[4-(3-hydroxy-propyl)-piperazin-1-yl]-chromen-2-one are dissolved in 15 mL dichloromethane under argon. 0.083 mL Hünig base and 10 mg DMAP are added to the stirred solution, followed by 46 mg (1.5 eq.) tosyl chloride. The reaction mixture is stirred for 20 h at room temperature, poured onto ice, treated with 2 mL aqueous sodium bicarbonate solution and extracted (dichloromethane, saline). The organic phase is evaporated and the residue column chromatographed (silica gel, dichloromethane/EtOH 98:2) to yield after evaporation and drying under high vacuum 73 mg (78%) desired product as a light brownish powder.

출처