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Knoevenagel condensation catalyzed by novel Nmm-based ionic liquids in water
Authors:Hao Xu  Liyang Pan  Xiaomin Fang  Baoying Liu  Wenkai Zhang  Minghua Lu  Yuanqing Xu  Tao Ding  Haibo Chang
Institution:Henan Engineering Laboratory of Flame-retardant and Functional Materials, College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, PR China
Abstract:A series of novel N-methyl morpholine (Nmm) based ionic liquids with 1,2-propanediol group were synthesized and used as catalysts for Knoevenagel condensation at room temperature in water. Under the effect of the catalyst, various aldehydes or aliphatic ketones could react with a wide range of activated methylene compounds well, including malononitrile, alkyl cyanoacetate, cyanoacetamide, β-diketone, barbituric acid, 2-arylacetonitrile and thiazolidinedione. Furthermore, most of the products could be separated just by filtrating and washing with water. Additionally, the catalyst is recyclable and applicable for the large-scale synthesis.
Keywords:Ionic liquid  Knoevenagel condensation  Aqueous synthesis  Room temperature  Recyclable catalyst  Gram scale  WAVNYPVYNSIHNC-UHFFFAOYSA-N  BXMREUOCVGIDRK-UXBLZVDNSA-N  JIFVPBALUHDGEP-UHFFFAOYSA-N  SKGACPGKMWWAIG-RMKNXTFCSA-N  FNCOVSWSZZVFBQ-UHFFFAOYSA-N  NYRGMNMVISROGJ-UHFFFAOYSA-N  UOHFCPXBKJPCAD-UHFFFAOYSA-N  OIQVUABIINFFPT-UHFFFAOYSA-N  YCZZNGRKFVBLDL-UHFFFAOYSA-N  UUPWGOWJOMCZDQ-JLHYYAGUSA-N  BDTIGNGBIBFXSE-UHFFFAOYSA-N  VPFAXIJGKGUBIS-GXDHUFHOSA-N  UQMJZLGIKHAOQZ-UHFFFAOYSA-N  USFXVNGXQXIMII-FMIVXFBMSA-N  QGESGQINLPXOJL-UHFFFAOYSA-N  NEWBESJIUIWGMS-UHFFFAOYSA-N  IYNONQVNLZATDK-UHFFFAOYSA-N  BGDCXSLVGJREMP-UHFFFAOYSA-N  XPUISCUAQHJPRK-UHFFFAOYSA-N  VUXDSWRSGDQYRJ-TWGQIWQCSA-N  FQSXBLOWLYPURG-UHFFFAOYSA-N  VRUKGUBMRBLJJW-TWGQIWQCSA-N  MYMFYWGVTXOLRG-UHFFFAOYSA-N  CRUJHLHRJSNZIU-UHFFFAOYSA-N  BQOCYDLOAKZPQE-QPJJXVBHSA-N  HBFBWIDDAKEXAX-UHFFFAOYSA-N  LFIASOWXJLMZNB-UHFFFAOYSA-N  JZIRXADCEWFWTH-UHFFFAOYSA-N  BXQBBYGLLCYPFI-YRNVUSSQSA-N  SSJMWLROUBFBOB-RMKNXTFCSA-N  MCFCPVVFVXSZSK-JXMROGBWSA-N  CBZGEXCAQXBPFY-RMKNXTFCSA-N  PDCJTVLFFQUQGC-RMKNXTFCSA-N  KRGNLCAXPGOHQH-FNORWQNLSA-N  NXQPZYVPULDWJG-UHFFFAOYSA-N  KCDAMWRCUXGACP-DHZHZOJOSA-N  MWOUIHHHTGARFQ-SOFGYWHQSA-N
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