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Rice Husk SiO2 (NPs) Supported-BO3H3:A Highly Active, Solvent-Free and Recyclable Catalyst to Dihydropyrimidin-2(1H)ones- (Thiones) and Coumarin-3-Carboxylic Acid Synthesis


Affiliations
1 Department of Chemistry, Peptide and Medicinal Chemistry Research Laboratory, Rani Channamma University, Vidyasangama, P-B, NH-4, Belagavi 591 156, India
2 NMR Research Centre, Indian Institute of Science, Bengaluru 560 012, India
 

3,4-Dihydropyrimidin-2(1H)ones(thiones) (DHPM) and coumarin-3-carboxylic acid are obtained in excellent to good yield by employing green catalyst under sol-vent-free condition. The condensation of substituted arylaldehyde, 1,3-diketoester and urea/thiourea in the presence of green catalyst after 1 h of stirring at 50°C resulted in DHPM. The reaction of substituted o-hydroxybenzaldehyde with Meldrum’s acid in the presence of catalyst under sonication for a few minutes gave coumarin-3-carboxylic acid. Here, we have used Lewis acid catalyst RHA–SiO2(NPs)–BO3H3 derived from the agro-waste of rice husk, a heteroge-neous catalyst for important organic scaffold synthe-sis. The reaction required low catalyst loading (1.2 mg) to achieve a target product under solvent-free condition. A series of other derivatives of heterogene-ous catalysts synthesized are RHA–SiO2, RHA–SiO2(NPs), RHA–SiO2–BO3H3. We examined their catalytic activity in the synthesis of DHPM and cou-marin-3-carboxylic acid. Only the reaction catalysed by RHA–SiO2(NPs)–BO3H3 gave excellent yield of the product. The final isolated pure product has been fully characterized by various spectroscopic methods and confirmed.

Keywords

Agro-Waste, Coumarin-3-Carboxylic Acid, Dihydropyrimidin-2(1H)ones(Thiones), Heterogeneous Catalyst, Rice Husk.
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  • Rice Husk SiO2 (NPs) Supported-BO3H3:A Highly Active, Solvent-Free and Recyclable Catalyst to Dihydropyrimidin-2(1H)ones- (Thiones) and Coumarin-3-Carboxylic Acid Synthesis

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Authors

S. Y. Khatavi
Department of Chemistry, Peptide and Medicinal Chemistry Research Laboratory, Rani Channamma University, Vidyasangama, P-B, NH-4, Belagavi 591 156, India
K. Kantharaju
Department of Chemistry, Peptide and Medicinal Chemistry Research Laboratory, Rani Channamma University, Vidyasangama, P-B, NH-4, Belagavi 591 156, India
H. Yamanappa
NMR Research Centre, Indian Institute of Science, Bengaluru 560 012, India
S. Raghothama
NMR Research Centre, Indian Institute of Science, Bengaluru 560 012, India

Abstract


3,4-Dihydropyrimidin-2(1H)ones(thiones) (DHPM) and coumarin-3-carboxylic acid are obtained in excellent to good yield by employing green catalyst under sol-vent-free condition. The condensation of substituted arylaldehyde, 1,3-diketoester and urea/thiourea in the presence of green catalyst after 1 h of stirring at 50°C resulted in DHPM. The reaction of substituted o-hydroxybenzaldehyde with Meldrum’s acid in the presence of catalyst under sonication for a few minutes gave coumarin-3-carboxylic acid. Here, we have used Lewis acid catalyst RHA–SiO2(NPs)–BO3H3 derived from the agro-waste of rice husk, a heteroge-neous catalyst for important organic scaffold synthe-sis. The reaction required low catalyst loading (1.2 mg) to achieve a target product under solvent-free condition. A series of other derivatives of heterogene-ous catalysts synthesized are RHA–SiO2, RHA–SiO2(NPs), RHA–SiO2–BO3H3. We examined their catalytic activity in the synthesis of DHPM and cou-marin-3-carboxylic acid. Only the reaction catalysed by RHA–SiO2(NPs)–BO3H3 gave excellent yield of the product. The final isolated pure product has been fully characterized by various spectroscopic methods and confirmed.

Keywords


Agro-Waste, Coumarin-3-Carboxylic Acid, Dihydropyrimidin-2(1H)ones(Thiones), Heterogeneous Catalyst, Rice Husk.

References





DOI: https://doi.org/10.18520/cs%2Fv117%2Fi11%2F1828-1841