New Nicotinonitrile–Coumarin Heterodimers: Synthesis and Evaluation of Agrochemical Potential

Abstract

Previously undescribed nicotinonitrile–coumarin hybrids, namely 2-{[2-oxo-2-(2-oxo-2H-chromen-3-yl)ethyl]thio}pyridine-3-carbonitriles and -quinoline-3-carbonitriles, were synthesized via the reaction of 2-thioxo-1,2-dihydropyridine-3-carbonitriles with 3-(bromoacetyl)coumarin or 3-(bromoacetyl)benzo[f]coumarin in the presence of sodium propylate. Under laboratory conditions on sunflower seedlings, some of the prepared compounds exhibited a pronounced antidote effect against the herbicide 2,4-D, as well as moderate growth-stimulating activity.