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Synthesis and Reaction of 2-Acetylamino-2’- Tellurocyanato-1,1’-Binaphthyl
Author(s) -
Ali Z. AlRubaie,
Lina Z. Yousif
Publication year - 2020
Publication title -
iop conference series. materials science and engineering
Language(s) - English
Resource type - Journals
eISSN - 1757-899X
pISSN - 1757-8981
DOI - 10.1088/1757-899x/928/5/052035
Subject(s) - chemistry , bromine , yield (engineering) , medicinal chemistry , bromide , hydrazine (antidepressant) , hydrate , hydrochloric acid , chloride , tribromide , hydrolysis , organic chemistry , nuclear chemistry , materials science , chromatography , metallurgy
2-Acetylamino-2’-tellurocyanato-1,1’-binaphthyl (1) was prepared from the reaction of potassium tellurocyanate with 2-acetylamino-[1,1’- binaphthalene]-2’-diazonium chloride. Treatment of 1 with hydrochloric acid gave bis(2-amino-1,1’-binaphthalene-2’-yl) ditelluride (2) in 65% yield. Reaction of 2 with phenylacetyl chloride and trimethylacetyl chloride gave bis(2-phenylacetylamino-1,1’-binaphthalene-2’-yl) ditelluride (3) and bis(2-trimethyl-acetylamino-1,1’-binaphthalene-2’-yl) ditelluride (4), respectively. (2-Acetylamino-1,1’-binaphthyl-2’-yl)tellurium tribromide (5) was prepared by reaction of 1 with bromine. Partial reduction of 5 gave the corresponding tellurenyl bromide (6) which in turn reacted with KCN to afford compound 1 in good yield. Alkaline hydrolysis of 1 or reduction of 5 and 6 with hydrazine hydrate in boiling ethanol gave bis (2-acetylamino-1,1’-binaphthalene-2’-yl) ditelluride (7) in good yield. All these new compounds were characterized by elemental analyses, IR, 1 H and 13 C NMR and mass spectrometry.

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