Unexpected Formation of N-(4-Cyano-2-phenyloxazol-5-yl)benzamide from Benzoyl Cyanide. Evidence for Sulfonate-Assisted Rearrangement of Benzoyl Cyanide into Benzoyl Isocyanide

• Autorzy: Sączewski J. , Gdaniec M. , Brzozowski Z.
• Języki publikacji: EN

Abstrakty

EN

Experimental evidence for rearrangement of benzoyl cyanide into corresponding isocyanide is provided by the reaction of benzoyl cyanide with triethylaminium 2-hydroxylaminoimidazolidine-O-sulfonate (2) which affords N-(4-cyano-2- phenyloxazol-5-yl)benzamide (4) as a result of the trimerization of benzoyl isocyanide. Compound 4 was further converted into N-acetyl-N-(4-cyano-2-phenyloxazol- 5-yl)acetamide (6) upon heating in acetic acid anhydride. Structure of 6 was confirmed by X-ray crystallographic analysis.

Słowa kluczowe

EN

benzoyl cyanide; benzoyl isocyanide; 4-cyano-2-phenyl-oxazoles; sulfonateassisted rearrangement of benzoyl cyanide

• Wydawca: Polskie Towarzystwo Chemiczne
• Czasopismo: Polish Journal of Chemistry
• Rocznik: 2005
• Tom: Vol. 79 / nr 12
• Strony: 1889--1894
• Opis fizyczny: Bibliogr. 13 poz.

Twórcy

autor

Sączewski J.

• Department of Chemical Technology of Drugs, Medical University of Gdańsk, Al. Gen. J. Hallera 107, 80-416 Gdańsk, Poland

autor

Gdaniec M.

• Faculty of Chemistry, A. Mickiewicz University, 60-780 Poznań, Poland

autor

Brzozowski Z.

• Department of Chemical Technology of Drugs, Medical University of Gdańsk, Al. Gen. J. Hallera 107, 80-416 Gdańsk, Poland

Bibliografia

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