Synthese von 1,3,5-Triamino-2,4,6-triphenylbenzol und dessen Reaktion mit Pikrylhalogeniden

✍ Scribed by Zierer, Dirk ;Dulog, Lothar

• Publisher: John Wiley and Sons
• Year: 1993
• Tongue: English
• Weight: 258 KB
• Volume: 1993
• Category: Article
• ISSN: 0947-3440
• DOI: 10.1002/jlac.1993199301111

✦ Synopsis

Synthesis of 1,3,5‐Triamino‐2,4,6‐triphenylbenzene and Its Reaction with Picryl Halides

′,4′,6′‐Trinitro‐5′‐phenyl‐1,1′:3′,1″‐terphenyl (5) was synthesized by Ullmann reaction of 1,3,5‐trichloro‐2,4,6‐trinitrobenzene (3) with iodobenzene and copper powder in the presence of N,N‐dimethylformamide. Reduction of 5 with tin/tin(II) chloride in a mixture of hydrochloric and acetic acid yields 2′,4′,6′‐triamino‐5′‐phenyl‐1,1′:3′,1″‐terphenyl (6). By reaction of this symmetric benzenetriamine with picryl chloride and fluoride in different media, but utmost two of the three amino groups were converted into picrylamide groups to 7 and 8.