13134-11-7Relevant academic research and scientific papers
Knoevenagel condensation catalyzed by novel Nmm-based ionic liquids in water
Xu, Hao,Pan, Liyang,Fang, Xiaomin,Liu, Baoying,Zhang, Wenkai,Lu, Minghua,Xu, Yuanqing,Ding, Tao,Chang, Haibo
, p. 2360 - 2365 (2017)
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.
Synthesis method of methylene malononitrile compounds
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Paragraph 0044-0048, (2020/04/02)
The invention discloses a synthesis method of methylene malononitrile compounds. According to the method, in the air atmosphere, a ketone compound and malononitrile are taken as raw materials, Ru/C istaken as a catalyst, the raw materials and the catalyst
A convenient and selective one-pot method for the synthesis of monosubstituted secondary alkyl malononitriles
Sammelson, Robert E.,Allen, Mark J.
, p. 543 - 546 (2007/10/03)
We have found that α,α-dicyanoalkenes can be efficiently and selectively reduced to α,α-dicyanoalkanes (malononitriles) with NaBH4 in 95% EtOH at 0 °C. In addition, we have determined that the condensation of malononitrile with ketones using absorption alumina as a catalyst can be followed directly, in one pot, by reduction with NaBH 4 in 95% EtOH at 0 °C to provide the monosubstituted secondary alkyl malononitriles in good to excellent yields (42-94%). This procedure provides a convenient alternative to direct alkylation of malononitrile or reduction of α,α-dicyanoalkene intermediates.
Geminal dinitriles and their reactions: I. Hydrolysis of alkylidene- and cycloalkylidenemalononitriles in aqueous medium
Smirnov,Sevast'yanova
, p. 1703 - 1708 (2007/10/03)
The kinetics of pseudounimolecular hydrolysis of alkylidene- and cycloalkylidenemalononitriles in an aqueous buffer at pH 7 were studied. Correlations between the rate constants and substituent effects were found to fit the Taft-Hancock equation. Electrochemical reduction of alkylidenemalononitriles was studied using 0.2 M tetraethylammonium iodide as supporting electrolyte. The half-wave reduction potentials are related to the substituent constants σ* by the Taft-Zuman equation. Anomalous behavior of 1,1-dicyano-2,3,3-trimethyl-1-butene was observed during the hydrolysis and electrochemical reduction at a dropping mercury electrode.
