Dimethylformamide → HCID 88772542, compound

Participants

Reaction Conditions

Reaction Steps

A stirred mixture of 8.0 g (0.045 mole) of 4-chloro-m-benzenedithiol, 16.0 g (0.101 mole) of 3-(dimethylamino)propyl chloride hydrochloride and 27.6 g (0.200 mole) of anhydrous potassium carbonate in 250 ml of dimethylformamide was warmed at 70° C. for 2.5 hours, cooled, diluted with water and extracted with methylene chloride. The extract was dried over anhydrous magnesium sulfate, filtered and the solvent removed by evaporation. The residue was dissolved in propanol-2, and this solution was treated with a propanol-2 solution of 38.0 g (0.200 mole) of p-toluenesulfonic acid monohydrate. The resulting precipitate was recrystallized from dimethylformamide to give the product, 3,3'-((4-chloro-1,3-phenylene)bis(thio))bis(N,N-dimethyl-1-propanamine) bis(4-methylbenzenesulfonate) as a white, crystalline solid, mp 146.5°-147.5° C.

Provenance & Evidence