13230-00-7

Upstream product

• 105-56-6 ethyl 2-cyanoacetate 
• 613-45-6 2,4-Dimethoxybenzaldehyde 
• 64-17-5 ethanol 
• 84257-85-2 2-[(2,4-dimethoxybenzylidene)amino]-1H-benzimidazole 
• 105-34-0 methyl 2-cyanoacetate 

Downstream Products

• 224312-87-2 (5Z)-5-(2,4-dimethoxy-benzylidene)-2-thioxo-imidazolidin-4-one 
• 1150615-67-0 C₁₃H₁₂N₄O₃ 
• 796853-68-4 ethyl 2-cyano-3-(2,4-dimethoxyphenyl)-3-(1-naphthyl)propanoate 

Relevant academic research and scientific papers

Solvent-free synthesis of ethyl α-cyanocinnamate in the presence of CaO

Ethyl α-cyanocinnamate can be prepared by grinding in the presence of CaO at room temperature. This method is simple, efficient, economical, and environmentally benign.

L-Histidine and L-arginine promote Knoevenagel reaction in water

Histidine and arginine were applied to the synthesis of trisubstituted alkenes through a condensation of an aldehyde with an activated CH-acid such as ethyl cyanoacetate, malononitrile, acetyl acetone or ethyl ace-toacetate during 5-12 h in water at room

DABCO-catalyzed Knoevenagel condensation of aldehydes with ethyl cyanoacetate using hydroxy ionic liquid as a promoter

N-(2-Hydroxy-ethyl)-pyridinium chloride ([HyEtPy]Cl) was synthesized and explored as a novel promoter for 1,4-diazabicyclo [2.2.2] octane (DABCO)-catalyzed Knoevenagel condensation reactions, which showed better catalytic activity compared to other ionic liquid (IL) that had no hydroxyl group attached to the IL scaffold. The effect of hydrogen bond formation between the hydroxyl group of [HyEtPy]Cl and the carbonyl group of aldehyde played an important role in the Knoevenagel condensation reaction. In the [HyEtPy]Cl-H2O-DABCO composite system, Knoevenagel condensation reactions proceeded smoothly and cleanly, and the corresponding Knoevenagel condensation products were obtained in good to excellent yields in all cases examined. This protocol provides a versatile solvent-catalyst system, which has notable advantages such as being eco-friendly, ease of work-up and convenient reuse of the ionic liquid.

Synthesis and antiproliferative activity in vitro of new 2-aminobenzimidazole derivatives. Reaction of 2-arylideneaminobenzimidazole with selected nitriles containing active methylene group

A series of pyrimido[1,2-a]benzimidazole and a-cyanocinnamic acid derivatives have been synthesized in the reactions of Schiff bases 2-7 with selected nitriles containing an active methylene group: malononitrile 8-12, cyanoacetamide 13-16, benzyl cyanide 17-21, benzoylacetonitrile 22-24, cyanoacetate methyl ester 25-28 and benzylacetamide 29. The structures 8-29 were confirmed by the results of elementary analysis and their IR, 1H-, 13C-NMR and MS spectra. The products 8-29 of various chemical structure pyrimido[1,2-a] benzimidazole 8-12, 14-16, 17-21, 23-24, 26 and a-cyanocinnamic acid derivatives 13, 22, 25, 27, 28 were obtained, which are of interest for biological studies or which can be substrates for further synthesis. The selected compounds 10, 13, 14, 17, 19, 21, 23-25 and 28 were screened for their antiproliferative activity in vitro against neoplastic and normal cell lines. The most active two compounds were: 2-(o-bromophenylene)-3-cyano-4-phenyl-1,2-dihydropyrimido[1,2-a] benzimidazole (24) and 3-cyano-4-phenyl-2-(2,4-dimethoxyphenyl)-1,2- dihydropyrimido[1,2-a]benzimidazole (23). However, similarly like cisplatin used as the control, they showed no selectivity towards cancer cells, by inhibiting proliferation of normal mouse fibroblasts in similar manner. Versita Sp. z o.o.

Kinetic insights of DNA/RNA segment salts catalyzed knoevenagel condensation reaction

In this work, we demonstrated that (i) salts of RNA/DNA segments were capable of catalyzing Knoevenagel condensation at physiological pH 7.0 with efficiency comparable to one of the best enzymes, porcine pancreatic lipase (PPL); and (ii) a broad scope of

Synthesis and anti-inflammatory activity of new thiazolidine-2,4-diones, 4-thioxothiazolidinones and 2-thioxoimidazolidinones

New benzylidene imidazolidine and thiazolidine derivatives were prepared by nucleophilic addition on cyanoacrylates from substituted thioxoimidazolidinones, thiazolidinediones and thioxothiazolidinones. Anti-inflammatory activity of the synthesized thiazolidines was evaluated by the carrageenin-induced paw oedema test.

Low-color ultraviolet absorber compounds and compositions thereof

Novel ultraviolet absorbing compounds that are liquid in nature, are extremely low in color (and thus permit use without the concomitant necessity of adding large amounts of other coloring agents to combat such discoloring), and are highly effective in pr

7-Methyl trimethoprim analogues as inhibitors of the folate metabolizing enzymes

A series of 5-(1-phenylethyl)pyrimidines 2-10 (Table I) were designed and synthesized as potent and selective inhibitors of Pneumocystis carinii (P. carinii), Toxoplasma gondii (T. gondii) and Mycobacterium avium (M. avium) dihydrofolate reductases (DHFR)