Summary
5,5-Diphenylglycocyamidines bearing an alkyl group in position 3 are partly rearranged to the corresponding N2-alkyl derivatives on heating with alcoholic ammonia in the presence of ammonium acetate. Prolonged heating with ammonium acetate leads to N-dealkylation both of N3- and N2-alkyl derivatives. 5,5-Diphenylglycocyamidine in turn is mono- or dialkylated at N2 on heating with the acetates of primary and secondary amines respectively. A mechanism for these reactions is proposed.
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Mitteilung über Hydantoine, Thiohydantoine und Glykocyamidine.
Mitteilung:K. Lempert, Magyar Tudományos Akadémia Kémiai Tudományok Osztályának Közleményei [Ber. Ung. Akad. Wiss., Kl. Chem. Wiss.]12, 59 (1959). — Chem. Reviews59, 667 (1959).
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Breuer, J., Lempert, K. Über die Reaktion des 5,5-Diphenylglykocyamidins und seiner N-Alkylderivate mit Ammoniak und Aminen. Experientia 16, 107–108 (1960). https://doi.org/10.1007/BF02158089
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DOI: https://doi.org/10.1007/BF02158089