Chinese Journal of Organic Chemistry >
Synthesis and Biological Activity of Novel 5-(4-Hydroxy/aminobenzyl)-2-thiohydantoin Phenylsulfonate/Phenylsulfonamide
Received date: 2013-07-13
Revised date: 2013-08-15
Online published: 2013-08-21
Supported by
Project supported by the National Key Technologies R&D Program (No. 2011BAE06B03), the National Natural Science Foundation of China (No. 20772150) and the National Key Laboratory of Elemento-Organic Chemistry in Nankai University (Nos. 0902, 201003).
Novel 5-(4-hydroxy/aminobenzyl)-thiohydantoin phenylsulfonates/phenylsulfonamides were prepared using 5-(4-hydroxy/aminobenzyl)-thiohydantoin and substituted phenylsulfonyl chlorides as raw materials. Their structures were confirmed by 1H NMR, MS spectra and elementary analysis. The preliminary bioassay results showed that some of them have certain fungicidal and herbicidal activities. For example, 5-(4-aminobenzyl)-thiohydantoin 4-iodophenylsulfonamide (4d) had 80.7% inhibition rate against Botrytis cinerea, 5-(4-hydroxybenzyl)-thiohydantoin 2-methylphenylsulfonate (3n) and 5-(4-aminobenzyl)-thiohydantoin 2,4-dichlorophenylsulfonamide (4m) had 87.4% and 81.5% inhibition rates against Brasica campestris at the concentration of 100 μg/mL, respectively.
Li Bin , Dong Hongbo , Han Jintao , Xu Zhihong , Jin Shuhui , Wang Mingan . Synthesis and Biological Activity of Novel 5-(4-Hydroxy/aminobenzyl)-2-thiohydantoin Phenylsulfonate/Phenylsulfonamide[J]. Chinese Journal of Organic Chemistry, 2013 , 33(12) : 2538 -2544 . DOI: 10.6023/cjoc201307019
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