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Abstract
A series of 2-arylamino-1,3-selenazoles was synthesized and their reactivity was studied. The 2-arylamino-1,3-selenazoles and their reaction products were characterized by various spectroscopic methods and X-ray diffraction. In addition, the antimicrobial activity of the 2-arylamino-1,3-selenazoles in a panel of seven bacteria and fungi was examined.
Highlights
Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany; Abstract: A series of 2-arylamino-1,3-selenazoles was synthesized and their reactivity was studied
2-amino-1,3-selenazoles are five-membered, selenium-containing heterocycles, which were known for a long time
The compounds were isolated as their hydrochloride or hydrobromide salts and were converted to the corresponding N-acetyl derivatives and their tetrachloroplatinate salts for characterization
Summary
Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany; Abstract: A series of 2-arylamino-1,3-selenazoles was synthesized and their reactivity was studied. 2-amino-1,3-selenazoles are five-membered, selenium-containing heterocycles, which were known for a long time. It was Hofmann (a student of Hantzsch) who first showed in 1889 that the condensation of selenourea or phenylselenourea with chloroacetone or. The compounds were isolated as their hydrochloride or hydrobromide salts and were converted to the corresponding N-acetyl derivatives and their tetrachloroplatinate salts for characterization. More than 50 years later, Backer prepared a series of alkyl-substituted 2-amino1,3-selenazoles, which were characterized as the hydrohalide salts, N-acetyl-derivates or picrate salts [2]. Haginiwa published two short papers (in Japanese) on the preparation and reactions of 2-amino-1,3-selenazoles, demonstrating the high reactivity at the C5-position of the heterocycle [3,4]. Bromination of the hydrobromide salt at position 5 was accomplished using bromine in CCl4 , nitration or diazo-coupling of the 2-diethylamino-derivative was carried out with H2 SO4 /HNO3 and phenyl diazonium chloride, respectively (Scheme 1)
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