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Facile Synthesis and Crystal Structure of N-(3-Cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)-2,2,2-trifluoroacetamide

Dai Fu Wang,Hui Gao, X H Tan, Wen Meng Li,Jing Wang, Y J Wu, X J Song

ADVANCES IN MATERIALS AND MATERIALS PROCESSING IV, PTS 1 AND 2(2014)

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Abstract
N-(3-Cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)-2,2,2-trifluoroacetamide was synthesized by the acylation reaction of trifluoroacetic anhydride with 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile, which was prepared via microwave-assisted Gewald reaction with K2CO3 as a heterogeneous solid base catalyst. This protocol presented such advantages as short reaction time, high yield, easy work-up and environmentally benign procedures. The structure of the title compound was confirmed by ER, H-1 NMR, MS, elemental analysis and X-ray single-crystal diffraction method. X-Ray diffraction analysis reveals that the cyclohexene ring adopts a half-chair conformation and the thiophene ring is essentially planar.
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Key words
Gewald reaction,2-Aminothiophene,Amide,Trifluoromethyl,Crystal structure
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