22695-18-7Relevant articles and documents
THERMOLYSIS OF SOME THIOUREA DERIVATIVES
Gaber, Abd El-Aal M.,Aly, Morsy M.,Atalla, Ahmed A.
, p. 2183 - 2187 (2007/10/02)
Thermolysis of N-benzoyl-N',N'-diphenylthiourea (BDTU) (I) at 250 deg C gives NH3, H2S, H2O, benzaldehyde, benzil, benzonitrile, diphenylamine, diphenylcyanamide, 2-phenylbenzimidazole, benzoyl isothiocyanate, carbazole and 2-phenylbenzthiazole, whereas, thermolysis of N-benzoyl-N'-ο-tolylthiourea (BTTU) (II) under the same conditions affords NH3, H2S, H2O, benzaldehyde, benzil, benzonitrile, o-toluidine, o-tolyl isothiocyanate, o-tolylcyanamide, benzoyl isothiocyanate and N,N'-di-o-tolylthiourea.The main feature of these thermolyses is homolysis of the amide and thioamide bonds providing free radicals that undergo the common reactions involving H-abstraction, dimerization, coupling, fragmentation, rearrangement and cyclization.A suitable mechanism has been suggested to account for the observed products.