- Sakarya Üniversitesi Fen Bilimleri Enstitüsü Dergisi
- Vol: 24 Issue: 1
- Synthesis of novel 8-formyl-7-hydroxy-4-methylcoumarin derivatives
Synthesis of novel 8-formyl-7-hydroxy-4-methylcoumarin derivatives
Authors : Hülya ÇELİK ONAR, Didem ERDOĞAN
Pages : 134-139
Doi:10.16984/saufenbilder.503046
View : 12 | Download : 5
Publication Date : 2020-02-01
Article Type : Other
Abstract :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, 1 H NMR, 13 C NMR , MS analysis.Keywords : Schiff base, coumarin, Pechmann reaction, Duff reaction, 6-amino-1, 4-benzodioxane