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Isothiocyanates. XXII. 4-Substituted 4'-isothiocyanatodiphenyl sulfides and sulfones

M. Uher and K. AntoŇ°

Department of Organic Chemistry, Slovak Technical University, Bratislava


Abstract: The synthesis of I and II was described. I were prepd. by dissolving 0.05 mole of the corresponding amine in 50-100 ml. CHCl3 and adding dropwise over 0.5 hr. with stirring 0.055 mole thiophosgene in 50-100 ml. H2O. During the reaction NaHCO3 is added and further mixed for 0.5-1 hr. II (R = NO2) was prepd. by heating on a water bath 0.05 mole (p-O2NC6H4)2SO2 and 75 ml. EtOH. NH4OH (25%, 7 g.) was added into the boiling mixt. and H2S was added for 0.5 hr. The mixt. was heated and mixed for 0.5 hr. and again treated with NH4OH and H2S. The following I and II were prepd. (R, m.p. I, and m.p. II given): Me, 40-2°, 144-7°; Cl, 42-5°, 147-8°; Br, 56-7.5°, 152-5°; NO2, 120-2°, 162-5°; NMe2, 135-7° 148.5-51°. The ir spectra were discussed.

Full paper in Portable Document Format: 226a439.pdf (in Slovak)


Chemical Papers 22 (6) 439–446 (1968)

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