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Benzothiazole compounds. 26. Synthesis of S-[1-acetyl-2-(2-oxobenzothiazol-3-yl)ethyl] O,O(O,N, O,S)-dialkyl thio(dithio)phosphates and S-[1-acetyl-2-(2-thioxobenzothiazol-3-yl)ethyl] O,O(O,S)-dialkyl thio(dithio)phosphates

P. Chabreček and V. Sutoris

Department of Organic Chemistry, Faculty of Natural Sciences. Komenský University, CS-842 15 Bratislava


Abstract: S-[l-Acetyl-2-(2-oxobenzothiazol-3-yl)ethyl] 0,0(0,N,0,S)-dialkyl thio-(dithio)phosphates have been prepared by treatment of 3-(2-bromo-3-oxobutyl)-2-benzothiazolinone with salts of 0,0(0,М,0,S)-dialkyl thio-(dithio)phosphoric acids and S-[l-acetyl-2-(2-thioxobenzothiazol-3-yl)-ethyl] 0,0(0,N)-dialkyl thio(dithio)phosphates by treatment of 2,3-dihydro-2-acetylthiazolo[2,3-b]benzothiazolium bromide with salts of 0,0(0,N)-dialkyl thio(dithio)phosphoric acids. The structures of the prepared com­ pounds were proved by their 1H NMR and IR spectra. It has been found that bromination of 3-(3-oxobutyl)-2- benzothiazolinethione resulted in 2,3-dihydro-2-acetylthiazolo[2,3-b]benzothiazolium bromide. The compounds at lower concentrations did not exhibit sufficiently high pesticidal activity.

Full paper in Portable Document Format: 405a631.pdf


Chemical Papers 40 (5) 631–638 (1986)

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