Reaction #93488

Reaction equation

5-(4-chlorobutyryl)-2-benzyloxy-benzamide

1-phenylpiperazine

triethylamine

dimethyl sulfoxide

→

5-[4-(4-phenyl-1-piperazinyl)butyryl]-2-benzyloxy-salicylamide

Yield 58.0%

Solvents

water

Conditions

Workup

1. 1
   Extractionthe mixture was extracted with ethyl acetate
2. 2
   WashThe extract was washed with water saturated with sodium chloride
3. 3
   Dryingdried over anhydrous sodium sulfate
4. 4
   Concentrationconcentrated
5. 5
   OtherThe thus-produced residue was crystallized from ethyl acetate-ether

Procedure

A mixture of 1 g of 5-(4-chlorobutyryl)-2-benzyloxy-benzamide, 1.2 g of 1-phenylpiperazine, 3.3 ml of triethylamine and 10 ml of dimethyl sulfoxide was heated at 90° C. for 15 hours while stirring. After the reaction was finished, water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The extract was washed with water saturated with sodium chloride, dried over anhydrous sodium sulfate and concentrated. The thus-produced residue was crystallized from ethyl acetate-ether to obtain 1.6 g of 5-[4-(4-phenyl-1-piperazinyl)butyryl]-2-benzyloxy-salicylamide (yield: 58.0%).

Source