Synthesis and antifungal activity of new salicylic acid derivatives

Autor: Wodnicka Alicja, Huzar Elżbieta, Krawczyk Maria, Kwiecień Halina
Jazyk: angličtina
Rok vydání: 2017
Předmět:
Zdroj: Polish Journal of Chemical Technology, Vol 19, Iss 1, Pp 143-148 (2017)
Druh dokumentu: article
ISSN: 1899-4741
DOI: 10.1515/pjct-2017-0019
Popis: A simple one-step procedure for synthesis of 1-methoxy-1-oxoalkan-2-yl salicylates and 1-methoxy-1-oxoalkan-2-yl 2-[(1-methoxy-1-oxoalkan-2-yl)oxy]benzoates by reaction of salicylic acid with several methyl 2-bromoalkanoates was developed. The reactions were carried out in N,N-dimethylformamide (DMF) in the presence of anhydrous potassium carbonate. Conditions for regioselective synthesis of target compounds were established. The developed procedure could be easily applied in the industrial production process. The new salicylic acid derivatives were obtained with satisfactory yields and were characterized by MS and 1H NMR spectra. The fungicidal activity of the prepared compounds was tested in vitro against seven species of plant pathogenic fungi. The best results were observed for 1-methoxy-1-oxoalkan-2-yl salicylates which showed moderate or good activity against Botrytis cinerea and Rhizoctonia solani.
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