Autor: |
Salerni, O. Leroy, Van Tyle, W. Kent, Mustra, David J., Emerich, Kevin S., Fuerst, Douglas E., ZiaEbrahimi, M. |
Zdroj: |
Journal of Heterocyclic Chemistry; September 1999, Vol. 36 Issue: 5 p1179-1182, 4p |
Abstrakt: |
Synthesis of 1,2 and 1,4bisthiohydantoins and hydantoins employing ethylenediamine and 1,4diaminobutane as spacers is described. Compounds containing a two carbon bridge were synthesized by alkylation of ethylenediamine with two equivalents of Ntbutylαptoluenesulfonyloxyphenylacetamide 3. The phenyl isothiocyanate adduct of 3 cyclized in refluxing toluene to form 1a. Other isothiocyanate or isocyanate adducts derived from alkylation product 4 required hydrolysis to induce cyclization. Compounds 1b1fwere obtained in this way. Compounds with a four carbon bridge were obtained by reaction of two equivalents of methyl αbromophenyl acetate and 1,4diaminobutane to produce N,Nbisαphenylαmethoxycarbonylmethylbutylenediamine 6. The isothiocyanate or isocyanate adducts from 6 cyclized, without hydrolysis, to form compounds 2a2e. |
Databáze: |
Supplemental Index |
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