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Synthesis 1989; 1989(6): 443-444
DOI: 10.1055/s-1989-27280
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Ureas from N-Chloroamidines; An Aza-Analogous Hofmann Degradation

Helmut Sonnenschein* , Ernst Schmitz
  • *Central Institute of Organic Chemistry of the Academy of Sciences of the GDR, Rudower Chaussee 5, DDR-1199 Berlin, German Democratic Republic
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Publication Date:
17 September 2002 (online)

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N-Chlorination and subsequent treatment with alkali of suitably substituted benzamidines yields ureas with phenyl or alkyl migration. Under the same conditions, 2-iminopyrrolidine is converted into 2-oxohexahydropyrimidine with ring enlargement.