Citation:
LI Juan-Juan, HUA Xue-Wen, FAN Zhi-Jin, JI Xiao-Tian, ZONG Guang-Ning, LI Feng-Yun, HUANG Yun, SONG Hai-Bin, LIU Chao-Lun, Yury Yu. Morzherin, Nataliy P. Belskaya, Vasiliy A. Bakulev. Synthesis, Crystal Structure and Biological Activity of Diethyl 1,4-dihydro-2,6-dimethyl-4-(4-methyl-1,2,3-thiadi azol-5-yl)pyridine-3,5-dicarboxylate[J]. Chinese Journal of Structural Chemistry,
2014, 33(4): 535-543.
Synthesis, Crystal Structure and Biological Activity of Diethyl 1,4-dihydro-2,6-dimethyl-4-(4-methyl-1,2,3-thiadi azol-5-yl)pyridine-3,5-dicarboxylate
摘要:
The title compound diethyl 1,4-dihydro-2,6-dimethyl-4-(4-methyl-1,2,3-thiadiazol-5-yl) pyridine-3,5-dicarboxylate (C16H21N3O4S, Mr=351.42) was prepared by the Hantszch reaction with 4-methyl-1,2,3-thiadiazole-5-formaldehyde, ethyl acetoacetate and ammonium acetate in the presence of aluminum chloride in alcohol, and its structure was characterized by IR spectra, 1H-NMR, EA, and single-crystal X-ray diffraction. The crystal of the title compound belongs to monoclinic system, space group P21/n with a=11.300(2), b=12.771(3), c=12.826(3) Å, β=96.55(3)°, V=1839.0(6) Å3, Z=4, Dc=1.296 g/cm3, μ(MoKa)=0.71073 mm-1, F(000)=744, R=0.0981 and wR=0.1994. X-ray diffraction result shows that the torsion angles of N(1)-C(2)-C(3)-C(4) and C(2)-C(3)-C(4)-C(8) are 178.9(3)° and -130.3(3)°, respectively. All rings in the title compound are non-planar. The bioassay results indicate that the title compound has good fungicidal activity, good antivirus activity against tobacco mosaic virus and certain extent of insecticidal activity against Mythimna separata.
English
Synthesis, Crystal Structure and Biological Activity of Diethyl 1,4-dihydro-2,6-dimethyl-4-(4-methyl-1,2,3-thiadi azol-5-yl)pyridine-3,5-dicarboxylate
Abstract:
The title compound diethyl 1,4-dihydro-2,6-dimethyl-4-(4-methyl-1,2,3-thiadiazol-5-yl) pyridine-3,5-dicarboxylate (C16H21N3O4S, Mr=351.42) was prepared by the Hantszch reaction with 4-methyl-1,2,3-thiadiazole-5-formaldehyde, ethyl acetoacetate and ammonium acetate in the presence of aluminum chloride in alcohol, and its structure was characterized by IR spectra, 1H-NMR, EA, and single-crystal X-ray diffraction. The crystal of the title compound belongs to monoclinic system, space group P21/n with a=11.300(2), b=12.771(3), c=12.826(3) Å, β=96.55(3)°, V=1839.0(6) Å3, Z=4, Dc=1.296 g/cm3, μ(MoKa)=0.71073 mm-1, F(000)=744, R=0.0981 and wR=0.1994. X-ray diffraction result shows that the torsion angles of N(1)-C(2)-C(3)-C(4) and C(2)-C(3)-C(4)-C(8) are 178.9(3)° and -130.3(3)°, respectively. All rings in the title compound are non-planar. The bioassay results indicate that the title compound has good fungicidal activity, good antivirus activity against tobacco mosaic virus and certain extent of insecticidal activity against Mythimna separata.
-
Key words:
- 1,4-dihydropyridine
- / 1,2,3-thiadiazole
- / crystal structure
- / biological activity
-
-
扫一扫看文章
计量
- PDF下载量: 0
- 文章访问数: 0
- HTML全文浏览量: 0
下载:
