ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

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

M. Uher and K. Antoš

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)