- Novel and green protocol for the synthesis of 2-iminohydantoins
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A novel and green protocol for the synthesis of N-1 and C-5 substituted 2-iminohydantoins has been developed. Methyl N-cyano-N-alkyl/aryl-aminoacetate reacts with aqueous ammonia at room temperature in 10-30 min. The developed protocol does not require any work-up for the isolation or purification of the products; simple filtration can lead to the pure products in good to excellent yields.
- Kumar, Vinod,Rana, Hemlata,Kaushik, M. P.
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p. 6423 - 6425,3
(2012/12/12)
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- An efficient approach for the synthesis of N-1 substituted hydantoins
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An efficient three-step route for the synthesis of N-1 alkyl/aryl- substituted hydantoins was developed from inexpensive commercially available substrates. The reaction of amines with cyanogen bromide takes place to give monoalkyl/aryl cyanamides. This on treatment with methyl bromoacetate in the presence of sodium hydride in tetrahydrofuran affords methyl N-cyano-N-alkyl/arylaminoacetate, which undergoes hydrolysis and cyclization in the presence of 50% H2SO4 to afford N-1 substituted hydantoins in very good-to-excellent yields. Wide varieties of final products having primary, secondary, tertiary, and aryl substituents at the N-1 position were successfully synthesized by this method. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
- Kumar, Vinod,Kaushik,Mazumdar, Avik
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experimental part
p. 1910 - 1916
(2009/04/04)
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