Fully substituted 4-aminopyrrolones are easily accessed via simple routes starting from imines, ketones, or α-bromophenyl acetonitriles. Imines were reacted with KCN/NH(4)Cl in aqueous ethanol to produce α-arylamino benzyl cyanides. On the other hand, ketones were transformed to the desired α-amino nitriles using a modified Strecker reaction. Then, α-amino nitrile precursors were allowed to react with a suitable acyl halide to produce the corresponding amides. Further treatment of these amides with ethanolic KOH converted them to highly substituted 4-amino-1H-pyrrol-2(5H)-one derivatives in moderate to excellent yields.
A new multicomponent domino reaction has been developed for the synthesis of 4-aminothiazole-2(3H)-thiones. Carbon disulfide was successfully used in the preparation of 4-aminothiazole-2(3H)thione derivatives through reaction with primary amines and 2-bromo-2-arylacetonitriles in the presence of sodium carbonate and a catalytic amount of sodium iodide.
This feature focuses on a reagent chosen by a postgraduate, highlighting the uses and preparation of the reagent in current research spotlight 2-Thioxothiazolidin-4-one (Rhodanine)
Compiled by Khadijeh HajibabaeiKhadijeh Hajibabaei was born in Isfahan, Iran in 1984 and received her B.Sc. degree in chemistry from the Kashan University in 2007 and her M.Sc. degree in organic chemistry in 2009 from the University of Isfahan. She is currently pursuing her Ph.D. under the supervision of Dr. H. Zali-Boeini at the University of Isfahan. Her research interests focus on the use of thiocarbonyl derivatives in the synthesis of organic compounds and on the preparation of novel chemosensors.
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