Citation: ZHU Hua-Ling, ZHU Jin-Hua, HUANG Zhi-Qiang, LV Li-Juan, WEI Zhen. Structure, Antibacterial Activity and Theoretical Study of the Forming Mechanism of Compound[(5-Methyl-3-oxo-2-phenyl-1H-pyrazol-4-yl)-thiophen-2-yl-methylene] Thiosemicarbazide[J]. Chinese Journal of Structural Chemistry, ;2014, 33(9): 1275-1280. shu

Structure, Antibacterial Activity and Theoretical Study of the Forming Mechanism of Compound[(5-Methyl-3-oxo-2-phenyl-1H-pyrazol-4-yl)-thiophen-2-yl-methylene] Thiosemicarbazide

1.
a Department of Basic Science, Tianjin Agricultural College, Tianjin 300384, China;
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b Meteorological Service Center of Shanxi Province, Taiyuan 030002, China

Corresponding author: ZHU Hua-Ling,
Received Date: 18 February 2014
Available Online: 27 May 2014
Fund Project: This project was supported by the National Natural Science Foundation of China (No. 81303306) (No. 81303306) Natural Science Foundation of Tianjin (No. 14JCQNJC06300) (No. 14JCQNJC06300)Science Development Foundation of Tianjin Agricultural College (No. 2011N06) (No. 2011N06)

A new thiosemicarbazone compound derived from 1-phenyl-3-methyl-4-(2-thenoyl) pyrazolone-5 (HPMTP) and thiosemicarbazide has been synthesized and characterized by IR, HNMR, MS, elemental analysis, UV and single-crystal X-ray diffraction. The compound crystallizes in monoclinic system, Cc space group with a=7.5925(8), b=20.263(2), c=11.4669(13) Å, β=107.825(8)°, V=1679.5(3) Å³, Z=4, R=0.0316 and wR=0.0687. The results of antibacterial activity test against Escherichia coli and Bacillus subtilis indicate that the compound possesses the same antibacterial activity as the contrast (Norfloxacin). Theoretical study of the forming mechanism to the title compound at the RHF/6-31G(d) level shows that there are two steps. The distal amino group of thiosemicarbazide is added to the 4-carbonyl group of HPMTP which forms TM. Then a dehydration reaction occurs in TM and generates a stable product PC.
- synthesis,
- structure,
- antibacterial activity,
- forming mechanism
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