Synthesis and Herbicidal Activity of 5-(4-Hydroxybenzyl)-2-Thioxoimidazolidin-4-one Esters

A series of novel 5-(4-hydroxybenzyl)-2-thioxoimidazolidin-4-one esters were synthesized under mild conditions by the reaction of 5-(4-hydroxybenzyl)-2-thioxoimidazolidin-4-one and carboxylic acids with DCC and DMAP as the promoters. Their structures were confirmed by (1)H-NMR, IR, ESI-MS and elemen...

Descripción completa

Detalles Bibliográficos
Autores principales: Han, Jintao, Wang, Jinmin, Dong, Hongbo, Lei, Jianping, Wang, Mingan, Fang, Jianxin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2011
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6260616/
https://www.ncbi.nlm.nih.gov/pubmed/21455096
http://dx.doi.org/10.3390/molecules16042833
_version_ 1783374832010788864
author Han, Jintao
Wang, Jinmin
Dong, Hongbo
Lei, Jianping
Wang, Mingan
Fang, Jianxin
author_facet Han, Jintao
Wang, Jinmin
Dong, Hongbo
Lei, Jianping
Wang, Mingan
Fang, Jianxin
author_sort Han, Jintao
collection PubMed
description A series of novel 5-(4-hydroxybenzyl)-2-thioxoimidazolidin-4-one esters were synthesized under mild conditions by the reaction of 5-(4-hydroxybenzyl)-2-thioxoimidazolidin-4-one and carboxylic acids with DCC and DMAP as the promoters. Their structures were confirmed by (1)H-NMR, IR, ESI-MS and elemental analysis. The preliminary bioassy results indicated that some of compounds exhibit good herbicidal activity against Zea mays, Triticum aestivum and Arabidopsis thaliana. The further greenhouse test showed that compounds 6-16 and 6-28 have 60%, 50% and 50% efficacy against Stellaria media, Echinochloa crus-galli and Setaria viridis at 1,000 g/ha, respectively.
format Online
Article
Text
id pubmed-6260616
institution National Center for Biotechnology Information
language English
publishDate 2011
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-62606162018-12-10 Synthesis and Herbicidal Activity of 5-(4-Hydroxybenzyl)-2-Thioxoimidazolidin-4-one Esters Han, Jintao Wang, Jinmin Dong, Hongbo Lei, Jianping Wang, Mingan Fang, Jianxin Molecules Article A series of novel 5-(4-hydroxybenzyl)-2-thioxoimidazolidin-4-one esters were synthesized under mild conditions by the reaction of 5-(4-hydroxybenzyl)-2-thioxoimidazolidin-4-one and carboxylic acids with DCC and DMAP as the promoters. Their structures were confirmed by (1)H-NMR, IR, ESI-MS and elemental analysis. The preliminary bioassy results indicated that some of compounds exhibit good herbicidal activity against Zea mays, Triticum aestivum and Arabidopsis thaliana. The further greenhouse test showed that compounds 6-16 and 6-28 have 60%, 50% and 50% efficacy against Stellaria media, Echinochloa crus-galli and Setaria viridis at 1,000 g/ha, respectively. MDPI 2011-03-30 /pmc/articles/PMC6260616/ /pubmed/21455096 http://dx.doi.org/10.3390/molecules16042833 Text en © 2011 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Han, Jintao
Wang, Jinmin
Dong, Hongbo
Lei, Jianping
Wang, Mingan
Fang, Jianxin
Synthesis and Herbicidal Activity of 5-(4-Hydroxybenzyl)-2-Thioxoimidazolidin-4-one Esters
title Synthesis and Herbicidal Activity of 5-(4-Hydroxybenzyl)-2-Thioxoimidazolidin-4-one Esters
title_full Synthesis and Herbicidal Activity of 5-(4-Hydroxybenzyl)-2-Thioxoimidazolidin-4-one Esters
title_fullStr Synthesis and Herbicidal Activity of 5-(4-Hydroxybenzyl)-2-Thioxoimidazolidin-4-one Esters
title_full_unstemmed Synthesis and Herbicidal Activity of 5-(4-Hydroxybenzyl)-2-Thioxoimidazolidin-4-one Esters
title_short Synthesis and Herbicidal Activity of 5-(4-Hydroxybenzyl)-2-Thioxoimidazolidin-4-one Esters
title_sort synthesis and herbicidal activity of 5-(4-hydroxybenzyl)-2-thioxoimidazolidin-4-one esters
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6260616/
https://www.ncbi.nlm.nih.gov/pubmed/21455096
http://dx.doi.org/10.3390/molecules16042833
work_keys_str_mv AT hanjintao synthesisandherbicidalactivityof54hydroxybenzyl2thioxoimidazolidin4oneesters
AT wangjinmin synthesisandherbicidalactivityof54hydroxybenzyl2thioxoimidazolidin4oneesters
AT donghongbo synthesisandherbicidalactivityof54hydroxybenzyl2thioxoimidazolidin4oneesters
AT leijianping synthesisandherbicidalactivityof54hydroxybenzyl2thioxoimidazolidin4oneesters
AT wangmingan synthesisandherbicidalactivityof54hydroxybenzyl2thioxoimidazolidin4oneesters
AT fangjianxin synthesisandherbicidalactivityof54hydroxybenzyl2thioxoimidazolidin4oneesters

Ejemplares similares