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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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Abstract

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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Key Words

hydantoins, aminocarboxylate hydrochlorides, carbamates, ureido compounds, ethotoin


ID: J60-Y2017