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. shu

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

1.
Key Lab of Tropical Pharmaceutical Herb Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, China

Received Date: 5 March 2014
Available Online: 30 June 2014
Fund Project: Supported by the National Natural Science Foundation of China (No. 20962007) (No. 20962007)Natural Science Foundation of Hainan Province (No. 214024) (No. 214024)

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, M_r=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.
- 1,2-benzisothiazol-3(2H)-one,
- syntheses,
- crystal structure,
- bioactivity
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