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Citation: SU Gui-Fa, HUO Li-Ni, QIN Jiang-Ke, PAN Cheng-Xue, GUAN Yi-Fu. Synthesis and Antibacterial Activity of 1-Dehydroabieticacyl-3-aroylthiosemicarbazides Compounds and Their 1,3,4-Thiadiazole Derivatives[J]. Chinese Journal of Applied Chemistry, ;2008, 25(7): 803-809. shu

Synthesis and Antibacterial Activity of 1-Dehydroabieticacyl-3-aroylthiosemicarbazides Compounds and Their 1,3,4-Thiadiazole Derivatives

1.
College of Chemistry & Chemical Engineering, Guangxi Normal University, Guilin 541004

Corresponding author: SU Gui-Fa,
Received Date: 8 June 2007
Available Online: 13 September 2007
Fund Project: 广西"新世纪十百千人才工程"专项基金(2004219) (2004219)

Dehydroabietic acid was refluxed with thionyl chloride for 6 h to yield acetyl chloride,which was refluxed with KSCN in anhydrous acetonitrile for 1.5 h to provide dehydroabieticacyl isothiocyanate 3 in a yield of 52%.A series of 1-dehydroabieticacyl-3-aroylthiosemicarbazides 4 were obtained from the reaction of compound 3 with each of 4-substituted benzoylhydrazides in yields of 39%~84%,and compounds 4 were treated under the catalysis of glacier acetic acid,giving their ring closure products 5-aryl-2-dehydroabieticacyl-amido-1,3,4-thiadiazoles 5 in 49%~87% yields.All the target compounds were characterized by IR,¹H NMR,and ¹³C NMR;the crystal structure of 5b was analyzed by X-ray crystallography.The preliminary biological tests showed that some of the title compounds (4c,4f,5f) possessed a fungicidal activity against B.subtilis and E.coli at test concentration (100 mg/L).
- dehydroabietic acid,
- dehydroabieticacyl-aroylthiosemicarbazide,
- aryl-dehydroabieticacylamido-thiadiazole,
- antibacterial activity
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