反応 #1174706

反応方程式

2-(4-bromo-2-butyl)naphtho[1,8-cd]isothiazole 1,1-dioxide

triethylamine

4-(4-fluorophenyl)piperazine

→

2-{4-[4-(4-fluorophenyl)-1-piperazinyl]-2-butyl}naphtho[1,8-cd]isothiazole 1,1-dioxide

収率 17.9%

溶媒

toluene

反応条件

後処理

1. 1
   温度The mixture is heated
2. 2
   その他for 8 hours
3. 3
   その他After purification by flash-chromatography on a silica column
4. 4
   workup.ADDITIONunder a current of argon at medium pressure (0.5-1.5 bar) with a mixture of dichloromethane and ethyl acetate (90-10 vol) as eluant
5. 5
   その他crystallization
6. 6
   その他from isopropyl oxide (30 cc) and recrystallization

実験手順

The experiment is carried out as in Example 56, starting with 2-(4-bromo-2-butyl)naphtho[1,8-cd]isothiazole 1,1-dioxide (5.2 g), triethylamine (2.1 cc) and 4-(4-fluorophenyl)piperazine (2.8 g) in toluene (200 cc). The mixture is heated at boiling point for 8 hours and then cooled to a temperature of about 20° C. After purification by flash-chromatography on a silica column, under a current of argon at medium pressure (0.5-1.5 bar) with a mixture of dichloromethane and ethyl acetate (90-10 vol) as eluant, crystallization from isopropyl oxide (30 cc) and recrystallization from boiling acetonitrile (10 cc), 2-{4-[4-(4-fluorophenyl)-1-piperazinyl]-2-butyl}naphtho[1,8-cd]isothiazole 1,1-dioxide (1.2 g) is obtained, m.p. 116° C.

出典