Reaction of N-thioamido amidines with phosphoramide derivatives: Synthesis of 2-substituted-1,3,5,2-triazaphosphorines

✍ Scribed by Noureddine Raouafi; Akila Khlifi; Khaled Boujlel; Mohamed Lamine Benkhoud

• Publisher: John Wiley and Sons
• Year: 2009
• Tongue: English
• Weight: 160 KB
• Volume: 20
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/hc.20546

✦ Synopsis

Abstract

The reaction of N‐thioamido amidines 1 with tris(dimethylamino)phosphine or bis(diethylamino)phenylphosphine in refluxing toluene leads to the 1,3,5,2λ^3^‐triazaphosphorines 2 and 3, respectively. The condensation results in the release of two molecules of dialkylamine. The sulfuration of the trivalent phosphorus atoms was achieved by the reaction with elemental sulfur, followed by heating in toluene. The structure of the triazaphosphorines 2 and 3 and their thione derivatives 4 and 5 were readily elucidated by means of ^1^H, ^13^C, and ^31^P NMR spectroscopy and mass spectrometry. © 2009 Wiley Periodicals, Inc. Heteroatom Chem 20:272–277, 2009; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20546