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Synthesis 1991; 1991(1): 75-78
DOI: 10.1055/s-1991-26384
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1-Alkylation of 4,5-Dicyanoimidazole by Ortho Esters

Stephen J. Johnson*
  • *Parke-Davis Pharmaceutical Research Division, Warner-Lambert Company, 2800 Plymouth Road, Ann Arbor, MI 48105, USA
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Publikationsdatum:
17. September 2002 (online)

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Reexamination of the reaction of ortho esters with diaminomaleonitrile (1) or 4,5-dicyanoimidazole (3a) revealed that 1-alkyl-4,5-dicyanoimidazoles 4a-f can be obtained in high yield in a one-pot procedure without any additional reagent. This simple procedure is economically competitive with other known methods. Several products previously reported for similar reactions have been shown to be the imidates of diaminomaleonitrile, 2b and 7.