Ethyl 5-[2-(2-aminophénylimino)-2-phényléthylidène]-4-(4-chlorophényl)-4,5-dihydro-1,3,4-thiadiazole-2-carboxylate et éthyl 5-[2-[2-(méthylamino)phénylimino]-2-phényléthylidène]-4-(4-nitrophényl)-4,5-dihydro-1,3,4-thiadiazole-2-carboxylate

S El Hazazi; A Baouid; A Hasnaoui; M Pierrot

doi:10.1107/S0108270102012647

Ethyl 5-[2-(2-aminophénylimino)-2-phényléthylidène]-4-(4-chlorophényl)-4,5-dihydro-1,3,4-thiadiazole-2-carboxylate et éthyl 5-[2-[2-(méthylamino)phénylimino]-2-phényléthylidène]-4-(4-nitrophényl)-4,5-dihydro-1,3,4-thiadiazole-2-carboxylate

Acta Crystallogr C. 2002 Sep;58(Pt 9):o585-8. doi: 10.1107/S0108270102012647. Epub 2002 Aug 31.

Authors

S El Hazazi¹, A Baouid, A Hasnaoui, M Pierrot

Affiliation

¹ Laboratoire de Chimie des Substances Naturelles et des Hétérocycliques, Faculté des Sciences - Semlalia, Université Cadi Ayyad, Marrakech, Maroc.

PMID: 12205397
DOI: 10.1107/S0108270102012647

Abstract

Condensation of N-aryl-C-(ethoxycarbonyl)nitrilimines with 4-phenyl-1,2-dihydro-3H-1,5-benzodiazepine-2-thione lead to the title compounds, C(25)H(21)ClN(4)O(2)S, (IIIa), and C(26)H(23)N(5)O(4)S, (IIIb), respectively. Crystals of both compounds were obtained by evaporation of ethanol solutions at room temperature. In the structures of both compounds, a non-bonding interaction is observed between the S atom and the imino N atom. It is established that 1,3-dipolar cycloaddition occurs on the C=S double bond of the 1,5-benzodiazepine-2-thione.