Citation:
WANG Xiang-Hui, SHAO Yan-Dong, WU Yuan-Yuan, LIN Qiang. Mannich Base Derivatives of 1,2-Benzisothiazolin-3-one:Syntheses, Crystal Structures and Bioactivities[J]. Chinese Journal of Structural Chemistry,
2014, 33(9): 1395-1400.
Mannich Base Derivatives of 1,2-Benzisothiazolin-3-one:Syntheses, Crystal Structures and Bioactivities
摘要:
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) Å, β=100.992(4)°, V=1325.2(7) Å3, 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.
English
Mannich Base Derivatives of 1,2-Benzisothiazolin-3-one:Syntheses, Crystal Structures and Bioactivities
Abstract:
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) Å, β=100.992(4)°, V=1325.2(7) Å3, 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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Key words:
- 1,2-benzisothiazol-3(2H)-one
- / syntheses
- / crystal structure
- / bioactivity
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