Mannich Base Derivatives of 1,2-Benzisothiazolin-3-one: Syntheses, Crystal Structures and Bioactivit

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Twelve Mannich base derivatives of 1,2-benzisothiazolin-3-one were synthesized by the reaction of 1,2-benzisothiazol-3(2H)-one(BIT) with different amines and formaldehyde. All the compounds were characterized by elemental analysis, IR spectroscopy, MS and 1H NMR. The crystal structure for 2,2’-methylenebis(benzo[d]isothiazol-3(2H)-one)(3) has been determined by X-ray single-crystal structure analysis. Compound 3(C15H10N2O2S2) crystallizes in the monoclinic system, space group C2/c with a = 25.052(8), b = 4.510(1), c = 11.948(4) , β = 100.992(4)o, V = 1325.2(7) 3, Mr = 314.37, Dc = 1.576 Mg·m-3, μ = 0.25 mm-1, F(000) = 648, Z = 4, R = 0.034 and wR = 0.087. The preliminary biological test indicated that the compounds(2b, 2c) showed growth inhibitory activity against the gram-positive and gram-negative bacteria. Twelve Mannich base derivatives of 1,2-benzisothiazolin-3-one were synthesized by the reaction of 1,2-benzisothiazol-3 (2H) -one (BIT) with different amines and formaldehyde. All the compounds were characterized by elemental analysis, The crystal structure for 2,2’-methylenebis (benzo [d] isothiazol-3 (2H) -one) has been determined by X-ray single-crystal structure analysis. Compound 3 (C15H10N2O2S2) crystallizes in the monoclinic system space group C2 / c with a = 25.052 (8), b = 4.510 (1), c = 11.948 ) 3, Mr = 314.37, Dc = 1.576 Mg · m-3, μ = 0.25 mm -1, F (000) = 648, Z = 4, R = 0.034 and wR = 0.087. The preliminary biological test indicated that the compounds (2b, 2c) showed growth inhibitory activity against the gram-positive and gram-negative bacteria.
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