Abstract
Bromination of 4-methyl-2H-1-benzothiopyran-2-ones (4-methylthiocoumarins) with bromine under irradiation of high-pressure mercury lamp gave 3-bromo-4-methylthiocoumarin, which reacted with secondary amine to give 4-(aminomethyl)thiocoumarins. The structure was determined by X-ray crystallographic analysis. A series of 4-methylthiocoumarin and related compounds were tested for insecticidal activity, and 4,6-dimethylthiocoumarin shows the most significant insecticidal activity against Nilaparvata lugens and Aphis gossypii. An introduction of an aminomethyl group in thiocoumarin results in improvement of activity against Tetranychus urticae and Spodoptera litura.
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