تفاعل #2186208

معادلة التفاعل

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

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONpoured onto ice
2. 2
   استخلاصextracted (dichloromethane, saline)
3. 3
   أخرىThe organic phase is evaporated
4. 4
   أخرىthe residue column chromatographed (silica gel, dichloromethane/EtOH 98:2)
5. 5
   أخرىto yield
6. 6
   أخرىafter evaporation
7. 7
   تجفيفdrying under high vacuum 73 mg (78%) desired product as a light brownish powder

الإجراء التجريبي

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.

المصدر