Synthesis, Bioactivity, and Crystal Structure Analysis of 2-(3-Oxobenzo[d]isothiazol-2(3H)-yl)ethyl

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Fifteen novel 2-(3-oxobenzo[d]isothiazol-2(3H)-yl)ethyl benzoates were synthesi- zed by the condensation of 2-(2-hydroxyethyl)benzo[d]isothiazol-3(2H)-one with substituted benzoic acids in dichloromethane. All the compounds were characterized by elemental analysis, IR, ESI-MS and 1H NMR. The crystal structures for 2-(2-hydroxyethyl)benzo[d]isothiazol-3(2H)-one (2) and 2-(3-oxobenzo[d]isothiazol-2(3H)-yl)ethyl 2-methoxybenzoate (3o) have been determined by X-ray crystal structure analysis. Compound 2 (C9H9NO2S) crystallizes in the monoclinic system, space group Pn with a = 10.552(3), b = 7.849(2), c = 10.765(4), β = 103.128(4)°, V = 868.3(5)3, Mr = 195.24, Dc = 1.493 Mg·m-3, μ = 0.33 mm-1, F(000) = 408, Z = 4, R = 0.0314 and wR = 0.0628. Compound 3o (C17H15NO4S) crystallizes in the triclinic system, space group P with a = 8.028(2), b = 9.300(2), c = 10.430(3), V = 752.1(3)3, Mr = 329.36, Dc = 1.454 Mg·m-3, μ = 0.24 mm-1, F(000) = 344, Z = 2, R = 0.0377 and wR = 0.0904. The preliminary biological test indicated that the title compounds show better growth inhibitory activity against the gram-positive bacteria than the gram-negative bacteria. Fifteen novel 2- (3-oxobenzo [d] isothiazol-2 (3H) -yl) ethyl benzoates were synthesized- zed by the condensation of 2- (2-hydroxyethyl) All benzoic acids in dichloromethane. All the compounds were characterized by elemental analysis, IR, ESI-MS and 1H NMR. The crystal structures for 2- (2- hydroxyethyl) benzo [d] isothiazol-3 (3o) have been determined by X-ray crystal structure analysis. Compound 2 (C9H9NO2S) crystallizes in the monoclinic system, space group Pn with a = 10.552 (3) b = 7.849 (2) c = 10.765 (4) β β = 103.128 (4) ° V = 868.3 53 Mr = 195.24 Dc = 1.493 Mg · Compound 3o (C17H15NO4S) crystallizes in the triclinic system, space group P with a = 8.028 (2), m = 0.33 mm -1, F (000) = 408, Z = 4, R = 0.0314 and wR = , b = 9.300 (2), c = 10.430 (3) , V = 752.1 (3) 3, Mr = 329.36, Dc = 1.454 Mg · m-3, μ = 0.24 mm-1, = 344, Z = 2, R = 0.0377 and wR = 0.0904. The preliminary biological test indicated that the title compounds show better growth inhibitory activity against the gram-positive bacteria than the gram-negative bacteria.
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