An easy method was developed for the efficient preparation of diversely new 5,5-disubstituted N(3),N'(3)-linkaged bis-hydantoins. At first, using the same methods, some ketones and terephthalaldehyde were converted to several hydantoins and a new bis-hydantoin , respectively. Then 1,6-dibromohexane, as a mild reagent, was employed for the alkylation and incorporation of synthesized substrates to produce quantitative yields of the desired bis-hydantoins. A tetrakis-hydantoin including four effective heterocyclic rings was also surprisingly synthesized from 5,5'-(1,4-phenylene)bis(imidazolidine-2,4-dione). The aim of this study is to synthesis of bis- and tetra core-hydantoins, bis-drug-like molecules employing a practical and reliable reaction process that requires slight amount of reagents; a process that is simple, accessible producing remarkable yields from an easy procedure that is cost effective and/or environmentally friendly. The resultant hydantoins potentially have bis- or multi-drugs behaviors in comparison with mono-counterparts, as cited in literatures for similar heterocyclic compounds. Spectral analysis confirmed the structures of the synthesized hydantoins.
Khodaee, Z., Mahmoodi, N. O., & Yahyazadeh, A. (2017). Efficient Synthesis of 5,5-Disubstituted Bis-hydantoins/spirohydantoins and a Tetrakis-analogue: A Drug-like Multi-cyclic Scaffold. Organic Chemistry Research, 3(2), 112-118. doi: 10.22036/org.chem.2017.61294.1079
MLA
Ziba Khodaee; Nosrat Ollah Mahmoodi; Asieh Yahyazadeh. "Efficient Synthesis of 5,5-Disubstituted Bis-hydantoins/spirohydantoins and a Tetrakis-analogue: A Drug-like Multi-cyclic Scaffold". Organic Chemistry Research, 3, 2, 2017, 112-118. doi: 10.22036/org.chem.2017.61294.1079
HARVARD
Khodaee, Z., Mahmoodi, N. O., Yahyazadeh, A. (2017). 'Efficient Synthesis of 5,5-Disubstituted Bis-hydantoins/spirohydantoins and a Tetrakis-analogue: A Drug-like Multi-cyclic Scaffold', Organic Chemistry Research, 3(2), pp. 112-118. doi: 10.22036/org.chem.2017.61294.1079
VANCOUVER
Khodaee, Z., Mahmoodi, N. O., Yahyazadeh, A. Efficient Synthesis of 5,5-Disubstituted Bis-hydantoins/spirohydantoins and a Tetrakis-analogue: A Drug-like Multi-cyclic Scaffold. Organic Chemistry Research, 2017; 3(2): 112-118. doi: 10.22036/org.chem.2017.61294.1079