Year 2020, Volume 24 , Issue 1, Pages 134 - 139 2020-02-01

Synthesis of novel 8-formyl-7-hydroxy-4-methylcoumarin derivatives

Hülya ÇELİK ONAR [1] , Didem ERDOĞAN [2]


This study was initiated by 7-hydroxy-4-methylcoumarin 1 synthesis according to the Peckmann reaction with resorcinol and ethylacetoacetate.  This compound was converted into 8-formyl-7-hydroxy -4-methylcoumarin 2 compound by the Duff reaction.  This aldehyde obtained was reacted with 6-amino-1,4-benzodioxane and 2-amino benzamide, which have their specific biological activities, to synthesize the original two novel compounds. While 3 (7-Hydroxy-4-methyl-8-[(2,3-dihidro-1,4-benzodioxin-6-yl)iminomethyl]-2H-1-benzopiran-2-on) is obtained as a coumarin schiff base, ring closure was  observed at 4 (2-(2’-Hydoxy-5-methyl coumarin-1-yl)-2,3-dihidro quinazoline-4(1H)-on). Our compounds are thought to exhibit biological activity. Their structures were identified by IR, 1H NMR,  13C NMR , MS analysis.

Schiff base, coumarin, Pechmann reaction, Duff reaction, 6-amino-1, 4-benzodioxane
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Primary Language en
Subjects Engineering, Chemical
Published Date February 2020
Journal Section Research Articles
Authors

Orcid: 0000-0003-2573-5751
Author: Hülya ÇELİK ONAR (Primary Author)
Institution: MÜHENDİSLİK FAKÜLTESİ
Country: Turkey


Orcid: 0000-0000-0000-0000
Author: Didem ERDOĞAN
Institution: İSTANBUL ÜNİVERSİTESİ - CERRAHPAŞA, LİSANSÜSTÜ EĞİTİM ENSTİTÜSÜ
Country: Turkey


Dates

Application Date : December 26, 2018
Acceptance Date : September 24, 2019
Publication Date : February 1, 2020

Bibtex @research article { saufenbilder503046, journal = {Sakarya University Journal of Science}, issn = {1301-4048}, eissn = {2147-835X}, address = {}, publisher = {Sakarya University}, year = {2020}, volume = {24}, pages = {134 - 139}, doi = {10.16984/saufenbilder.503046}, title = {Synthesis of novel 8-formyl-7-hydroxy-4-methylcoumarin derivatives}, key = {cite}, author = {ÇELİK ONAR, Hülya and ERDOĞAN, Didem} }
APA ÇELİK ONAR, H , ERDOĞAN, D . (2020). Synthesis of novel 8-formyl-7-hydroxy-4-methylcoumarin derivatives. Sakarya University Journal of Science , 24 (1) , 134-139 . DOI: 10.16984/saufenbilder.503046
MLA ÇELİK ONAR, H , ERDOĞAN, D . "Synthesis of novel 8-formyl-7-hydroxy-4-methylcoumarin derivatives". Sakarya University Journal of Science 24 (2020 ): 134-139 <http://www.saujs.sakarya.edu.tr/en/issue/49430/503046>
Chicago ÇELİK ONAR, H , ERDOĞAN, D . "Synthesis of novel 8-formyl-7-hydroxy-4-methylcoumarin derivatives". Sakarya University Journal of Science 24 (2020 ): 134-139
RIS TY - JOUR T1 - Synthesis of novel 8-formyl-7-hydroxy-4-methylcoumarin derivatives AU - Hülya ÇELİK ONAR , Didem ERDOĞAN Y1 - 2020 PY - 2020 N1 - doi: 10.16984/saufenbilder.503046 DO - 10.16984/saufenbilder.503046 T2 - Sakarya University Journal of Science JF - Journal JO - JOR SP - 134 EP - 139 VL - 24 IS - 1 SN - 1301-4048-2147-835X M3 - doi: 10.16984/saufenbilder.503046 UR - https://doi.org/10.16984/saufenbilder.503046 Y2 - 2019 ER -
EndNote %0 Sakarya Üniversitesi Fen Bilimleri Enstitüsü Dergisi Synthesis of novel 8-formyl-7-hydroxy-4-methylcoumarin derivatives %A Hülya ÇELİK ONAR , Didem ERDOĞAN %T Synthesis of novel 8-formyl-7-hydroxy-4-methylcoumarin derivatives %D 2020 %J Sakarya University Journal of Science %P 1301-4048-2147-835X %V 24 %N 1 %R doi: 10.16984/saufenbilder.503046 %U 10.16984/saufenbilder.503046
ISNAD ÇELİK ONAR, Hülya , ERDOĞAN, Didem . "Synthesis of novel 8-formyl-7-hydroxy-4-methylcoumarin derivatives". Sakarya University Journal of Science 24 / 1 (February 2020): 134-139 . https://doi.org/10.16984/saufenbilder.503046
AMA ÇELİK ONAR H , ERDOĞAN D . Synthesis of novel 8-formyl-7-hydroxy-4-methylcoumarin derivatives. SAUJS. 2020; 24(1): 134-139.
Vancouver ÇELİK ONAR H , ERDOĞAN D . Synthesis of novel 8-formyl-7-hydroxy-4-methylcoumarin derivatives. Sakarya University Journal of Science. 2020; 24(1): 139-134.