Summary
N-Cyano-S-methyl-isothio-ureases (1) react with α-halogen ketones (2) by ring closure yielding the (3H-oxazol-2-yliden)-cyanamides3. by ring transformation, 2-Alkoxy-5-amino-1-phenyl-3H-imidazol-4-yl)-ketones (4) are formed. Primary and secondary amines react with3 to give 2-N-alkylated (2,5-Diamino-1-phenyl-3H-imidazol-4-yl)-ketones.
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Gewald, K., Angermann, J. & Schäfer, H. Substituierte 2-Alkoxy-5-amino- und-2,5-diamino-imidazole aus Oxazol-2-yliden-cyanamiden. Monatsh Chem 127, 313–318 (1996). https://doi.org/10.1007/BF00813797
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DOI: https://doi.org/10.1007/BF00813797