• 제목/요약/키워드: 2′-Halobenzanilide

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Photoreaction of 2'-Halobenzanilide: Synthesis of 2-Phenylbenzoxazole

  • Ahmed M. Mayouf;Park, Yong-Tae
    • Journal of Photoscience
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    • 제7권1호
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    • pp.5-8
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    • 2000
  • Irradiation of 2'-bromobenzanilide in acetonitrile containing sodium hydroxide under nitrogen leads to the formation of the intramolecular photosubstituted product, 2-phenylbenzoxazole (45 %) along the minor photoreduced and photo-Fries type product. The photoreaction of 2'chlorobenzanilide under the same condition as above gives the photo-Fries type reaction product, 2-amino-3-chlorobenzophenone (22%) with minor product, 2-phenylbenzoxazole. The photoreaction of 2'-chlorobenzanilide in acetonitrile produces a photocyclized product, phenanthridone (19%) along with minor products, 2-phenylbenzoxazole, benzanilide, 2-amino-3-chlorobenzophenone, and 4-amino-3-chlorobenzophenone, while that of 2'-bromobenzanilide produces photosubstituted product, 2- phenylbenzoxazole.

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