Triethylamine → HCID 14580034, compound

Participants

Reaction Conditions

Reaction Steps

The experiment is carried out as in Example 1, starting with 2-(3-chloropropyl)naphtho[1,8-cd]isothiazole 1,1-dioxide (70.3 g), triethylamine (105 cc) and 1-(4-hydroxyphenyl)piperazine dihydrobromide (85.2 g) in dimethylformamide (2100 cc). The mixture is heated for 8 hours at boiling point, then cooled to a temperature of about 20° C. Stirring is continued for 6 hours at this temperature. After purification by flash-chromatography on a silica column, under a current of argon at medium pressure (0.5-1.5 bar) with dichloromethane and then a mixture of dichloromethane and ethyl acetate (5-50 vol) as eluant, and recrystallization from boiling acetonitrile (1150 cc), 2-{3-[4-(4-hydroxyphenyl)-1-piperazinyl]propyl}naphtho[1,8-cd]isothiazole 1,1-dioxide (20.5 g) is obtained, m.p. 185° C.

Provenance & Evidence