REACTION OF 2-THIOHYDANTOINS WITH SOME DIAZOALKANES AND SOME AMINES

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...

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Bibliographic Details
Published in:Phosphorus, sulfur, and silicon and the related elements sulfur, and silicon and the related elements, 2000-05, Vol.160 (1), p.77-91
Main Authors: El-barbary, Ahmed A., Aly, Youssef L., Hashem, Abdel-Fatah M., El-shehawy, Ashraf A.
Format: Article
Language:English
Subjects:
alkylthiohydantoins
diazoalkanes
glycocyamidines
Thiohydantoins
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Summary: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 (IIla) 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 behaviour of 2-alkylthiohydantoins towards alanine and anthranilic acid was also investigated. The structure of the products was established by correct analytical and spectral data as well as by chemical evidencies.
ISSN:1042-6507
1563-5325
DOI:10.1080/10426500008043673