Abstract
Reactions of 4,5-dichloroisothiazol-3-ylcarbonitrile with methylmagnesium iodide and ethylmagnesium bromide afforded the corresponding alkyl (4,5-dichloroisothiazol-3-yl) ketones. The reaction of (4,5-dichloroisothiazol-3-yl) methyl ketone with morpholine and piperidine provided 5-morpholino-(piperidino)-substituted derivatives, by the action of sodium borohydride in 2-propanol the keto group was reduced to alcoholic hydroxy group. The bromination of (4,5-dichloroisothiazol-3-yl) methyl ketone with elemental bromine gave bromomethyl (4,5-dichloroisothiazol-3-yl) ketone, whose reaction with thiourea resulted in 2-amino-4-(4,5-dichloroisothiazol-3-yl)thiazole.
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Original English Text © V.I. Potkin, A.V. Kletskov, S.K. Petkevich, M.O. Chotyanovich, Yu.S. Zubenko, V.A. Kulchitsky, 2013, published in Zhurnal Organicheskoi Khimii, 2013, Vol. 49, No. 2, pp. 290–294.
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Potkin, V.I., Kletskov, A.V., Petkevich, S.K. et al. Synthesis of alkyl (4,5-Dichloroisothiazol-3-yl) ketones and some of their derivatives. Russ J Org Chem 49, 283–287 (2013). https://doi.org/10.1134/S1070428013020176
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DOI: https://doi.org/10.1134/S1070428013020176