Informace o publikaci
Syntheses and reactivity of alkyl 1-[N-(2-chloro-5-nitro-phenyl)-benzimidoyl] thioureas
| Autoři | |
|---|---|
| Rok publikování | 2012 |
| Druh | Článek v odborném periodiku |
| Časopis / Zdroj | Journal ofSulfur Chemistry |
| Fakulta / Pracoviště MU | |
| Citace | |
| Doi | https://doi.org/10.1080/17415993.2011.629094 |
| Obor | Organická chemie |
| Klíčová slova | thiourea–isothiourea rearrangement; SNAr reaction; benzimidoyl thiourea; benzothiazole |
| Popis | A series of new alkyl 1-[N-(2-chloro-5-nitro-phenyl)-benzimidoyl] thioureas 3a–h were prepared from benzamides 1a–c. Benzimidoyl thioureas 3a–e afforded 5-nitro-2-phenyl-benzothiazole 5a–c under basic conditions via thiourea–isothiourea rearrangement and SNAr. A mechanistic rationalization supported by the direct formation of benzothioamide 8 and bis-benzimidoyl sulfide 9 derivatives from the reaction of imidoyl isothiocyanate 2 with bulky amines was supported. |