1219620-27-5Relevant academic research and scientific papers
A convenient synthesis of new types of benzodiazepine derivatives: 2-Alkylsulfanyl-3 H-4,5-dihydro-1,3-benzodiazepin-4-ones and 2-Alkyl-sulfanyl-3 H-4,5-dihydro-1,3-benzodiazepine-4-thiones
Fukamachi, Shuhei,Kobayashi, Akihiro,Konishi, Hisatoshi,Kobayashi, Kazuhiro
, p. 288 - 292 (2010)
An efficient method for preparing 2-alkylsulfanyl-3H-4,5-dihydro-1,3- benzodiazepin-4-ones and 2-alkylsulfanyl-3H-4,5-dihydro-1,3-benzodiazepine-4- thiones under mild conditions has been developed. Thus, 2-(2-isocyanophenyl) acetamides and 2-(2-isocyanophenyl)thioacetamides, easily available from respective 1-isocyano-2-methylbenzenes, were converted into the corresponding isothiocyanates on treatment with sulfur in the presence of a catalytic amount of selenium, which were then reacted with an equimolar amount to sodium hydride to give 2-(sodiosulfanyl)-3H-4,5-dihydro-1,3-benzodiazepin-4-one and 2-(sodiosulfanyl)-3H-4,5-dihydro-1,3-benzodiazepine-4-thione intermediates, respectively. These intermediates were allowed to react with various alkyl halides to afford the desired benzodiazepinone or benzodiazepinethione derivatives in a one-pot reaction. Georg Thieme Verlag Stuttgart.
