Hydrochloric Acid → 1-Isothiocyanato-4-[(3-phenylpropyl)thio]benzene

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Reaction Steps

6.4 g of the 4-(3'-phenyl-propylthio)-aniline obtained under (b) is dissolved in 50 ml of 1,2-dichlorobenzene, and the solution is saturated at room temperature, with stirring, with anhydrous hydrogen chloride. There is subsequently added 2.5 g of ammonium rhodanide, and the whole is heated, with the continuous introduction of hydrogen chloride, for 6 hours at 130° to 140°. The undissolved constituents are filtered off, and the filtrate is chromatographed through silica gel with 1,2-dichlorobenzene as the eluant. There is obtained pure 4-(3'-phenyl-propylthio)-phenyl-isothiocyanate having a refractive index of nD25 = 1.6672 (= Compound No. 1).

Provenance & Evidence