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

Synthesis of 2-(N'-arylthioureido)styrenes as suitable intermediates for preparation of heterocyclic-compounds

J. Gonda

Department of Organic Chemistry, Faculty of Natural Sciences, P. J. Šafárik University, CS-04167 Košice

Abstract: By the reaction of 2-isothiocyanatobenzyltriphenylphosphonium bromide with aromatic amines, 2-(N'-arylthioureido)benzyltriphenylphosphonium bromides were prepared. These compounds undergo Wittig's reaction with formaldehyde in the presence of sodium hydroxide affording 2-(N'-arylthioureido)styrenes as final products. 2-[7V'-(4-Tolyl)thioureido]styrene cyclizes by the action of bromine to 2-(4-tolylamino)-4-bromomethyl-4H-3,l-benzothiazinium bromide in 87% yield. The structure of compounds was proved by spectral methods.

Full paper in Portable Document Format: 441a57.pdf

Chemical Papers 44 (1) 57–61 (1990)