A new synthesis of 3-arylideneamino- and 3-alkylideneamino-substituted hydantoins

Alexander Yankov; Anatoly Shutalev

doi:10.3390/ecsoc-24-08403

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Novel semicarbazone-based α-amidoalkylating reagents: general synthesis and reactions with H-, O-, S-, N-, and P-nucleophiles

A new synthesis of 3-arylideneamino- and 3-alkylideneamino-substituted hydantoins

Alexander N. Yankov

Anatoly Shutalev

¹ N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., 119991 Moscow, Russian Federation

Published: 14 November 2020 by MDPI in The 24th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-24-08403

Abstract:

A novel straightforward approach to 3-arylideneamino- and 3-alkylideneaminohydantoins has been developed. It is based on reaction of readily available 4-(tosylmethyl)semicarbazones with NaCN in DMF followed by heating of the obtained α-(4-semicarbazono)nitriles with conc. HCl.

Keywords: 4-(tosylmethyl)semicarbazones; α-amidoalkylation; α-(4-semicarbazono)nitriles; 3-aminohydantoins

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Alexander Yankov

Anatoly Shutalev