Facile One-Pot Synthesis of Substituted Hydantoins from Carbamates
Dinesh Kumar Tanwar, Anjali Ratan, Manjinder Singh Gill*
*Department of Pharmaceutical Technology (Process Chemistry), National Institute of Pharmaceutical Education and Research (NIPER), S.A.S. Nagar, Punjab-160062, India, Email: msinghniper.ac.in
D. K. Tanwar, A. Ratan, M. S. Gill, Synlett, 2017, 28, 2285-2290.
DOI: 10.1055/s-0036-1588468 (free Supporting Information)
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A simple reaction of α-amino methyl ester hydrochlorides with carbamates provides 3-substituted, 5-substituted, or 3,5-disubstituted hydantoins in good yields via ureido derivatives, which subsequently cyclize under basic conditions. The process avoids conventional multistep protocols and does not use hazardous, irritant, toxic, or moisture-sensitive reagents, such as isocyanates or chloroformates.
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hydantoins, aminocarboxylate hydrochlorides, carbamates, ureido compounds, ethotoin