2024-03-29T11:32:50Z
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2014-12-31T04:47:25Z
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Synthesis and antioxidant evaluation of novel sophisticated carboxamides based on 3-(ethoxycarbonyl)-4,5,6,7-tetrahydro-1-benzothiophen-2-amine
Gouda, Moustafa Ahmed
El Bialy, Serry Atta Atta
Thiocarbamoyl
Cyanoacetylation
2-Aminothiophene
Antioxidant evaluation
3
5-Dimethyl-1H-pyrazole
3-(Ethoxycarbonyl)-4
5
6
7-tetrahydro-1-benzothiophen-2-amine
Condensation of cyanoacetamide 3 with cycloalkanones and elemental sulfur in the presence of morpholine yielded the bisthiophenes 4 and 5. Also, its (3) condensation with terphthalaldehyde or coupling with p-phenylenedidiazonium chloride afforded compound 13 and 14, respectively. Furthermore, cyanoacetylation of compound 4 or 5 afforded the cyanoacetamides 6 and 7, respectively. Knoevenagel condensation of compound 7 with aromatic aldehyde afforded the arylidenes 10, 11 and coumarin 12, respectively. Treatment of compound 3 with CS2 in DMF/KOH followed by alkylation reaction with ethyl bromoacetate afforded the triester derivative 16, which gave 3-aminothiophene 17 upon heating in DMF/TEA. Moreover, refluxing of compound 23 with α-haloketones afforded 3-aminothiophenes 24 and 25. Identity of newly synthesized compounds was established by the spectral data and novel compounds were evaluated as antioxidant agents.
Atlanta Publishing House LLC
2014-12-31
info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
application/pdf
https://www.eurjchem.com/index.php/eurjchem/article/view/1125
10.5155/eurjchem.5.4.644-651.1125
European Journal of Chemistry; Vol. 5 No. 4 (2014): December 2014; 644-651
2153-2257
2153-2249
eng
https://www.eurjchem.com/index.php/eurjchem/article/view/1125/pdf_1125