Ammonium Acetate → 6-(Octadecylthio)hexanamide

Participants

Reaction Steps

In a 300 ml flask equipped with a stirrer, a condenser and a calcium chloride dryer tube were charged 19.3 g of ammonium acetate and 100 ml of DMAc, and the mixture was stirred at room temperature. Then, to the solution was gradually added dropwise 21.0 g of 6-(octadecylthio)hexanoic acid chloride and stirring of the mixture was continued for further 20 hours. The mixture was stirred at 60° C. for further 2 hours on a hot water bath. After cooling the reaction mixture to room temperature, the precipitated crystals were collected by filtration under reduced pressure and washed with acetone. The resulting crystals were collected by filtration under reduced pressure and washed with distilled water and recrystallized from IPA to obtain 16.0 g of the title compound as white crystals. Melting point: 105° C.

Provenance & Evidence