Phosphorus, Sulfur and Silicon and the Related Elements p. 77 - 91 (2000)
Update date:2022-07-29
Topics:
El-Barbary, Ahmed A.
Aly, Youssef L.
Hashem, Abdel-Fatah M.
El-Shehawy, Ashraf A.
Reaction of 2-thiohydantoin derivatives with diazoalkanes as diazomethane, diphenyldiazomethane and/or 9-diazofluorene was investigated. Several 2-thio- and 2-methylthiohydantoins (IIa,b), (IIIa,b) (XI) and (XII) were prepared via the reaction of 2-thiohydantoins (Ia,b) and (X) with diazomethane. 2-Morpholino- and/or 2-piperidino- glycocyamidines (VIIa,b) and (XVa,b) were prepared by reacting 2-alkylthiohydantoins (IIIa) and (XII), respectively, with morpholine and/or piperidine. Moreover, treating of two equivalents of XIVa-d with one equivalent of piperazine afforded 1,4[di-(5-phenylmethylene-hydantoinyl)]-piperazines (XVIa,b). The hehaviour of 2-alkylthiohydantoins towards alanine and arthranilic acid was also investigated. The structure of the products was established by correct analytical and spectral data as well as by chemical evidencies.
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