Modified Bucherer-Bergs reaction for the one-pot synthesis of 5,5′-disubstituted hydantoins from nitriles and organometallic reagents

Synlett

Volumn , Issue 14, 2006, Pages 2203-2206

  Montagne, Cyril ^a   Shipman, Michael ^a  

^a UNIVERSITY OF WARWICK   (United Kingdom)

Author keywords

Combinatorial chemistry; Heterocycles; Multicomponent reactions

Indexed keywords

HYDANTOIN DERIVATIVE; NITRILE; ORGANOLITHIUM COMPOUND; ORGANOMETALLIC COMPOUND;

ARTICLE; CATALYSIS; CHEMICAL REACTION; DRUG ISOLATION; DRUG STRUCTURE; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PROTON NUCLEAR MAGNETIC RESONANCE; SUBSTITUTION REACTION;

EID: 33748687768     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-949644     Document Type: Article

References (29)

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25. 3 were reduced.
26. 4 and evaporated to dryness. The resulting solid is washed with n-pentane (2 × 10 mL) and dried under high vacuum to yield the hydantoin in a high state of purity as judged by NMR analysis and microanalytical data.
27. 3 (%): C, 64.10; H, 6.92; N, 10.68. Found: C, 64.00; H, 6.95; N, 10.59.
28. 2O (4 mL) are successively added and the tube is sealed. The heterogeneous solution is heated at 75 °C (preheated bath) for 24 h then allowed to cool to r.t. The hydantoin is isolated using the same work-up and crystallisation protocol described in ref. 12.
29. Shipman, M.; Montagne, C. GB 0603239.5, 2006.