First synthesis of selenadiazolo[3,4‐ i ]  Benzazepine derivatives | Zendy

Abou Elmaaty Tarek M. | Zendy

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First synthesis of selenadiazolo[3,4‐ i ] Benzazepine derivatives

Author(s) -

Abou Elmaaty Tarek M.

Publication year - 2008

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570450437

Subject(s) - chemistry , benzazepine , malononitrile , cyanoacetamide , methanol , dimethylformamide , acetal , organic chemistry , medicinal chemistry , bromide , ammonium acetate , ammonium , amine gas treating , high performance liquid chromatography , catalysis , solvent

5‐Methyl‐4‐nitro‐2,1,3‐benzoselenadiazole ( 1 ) was converted into ( E )‐5‐(2‐dimethylamino)vinylbenzo‐[ c ](1,2,5)selenadiazole‐4‐amine ( 4 ) by initial treatment with dimethylformamide dimethyl acetal (DMFDMA) ( 2 ) followed by selective reduction using ammonium bromide in methanol. Compound 4 afforded the selenadiazolo[3,4‐ i ][1]benzazepine derivatives ( 7, 10, 13, 15 ) upon treatment with malononitrile ( 5 ), ethyl cyanoacetate ( 8 ) and cyanoacetamide ( 11 ) respectively.

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