21739-28-6

Basic information

• Product Name: 2-cyano-3-(4-methoxy-phenyl)-propionic acid ethyl ester
• Synonyms: 2-cyano-3-(4-methoxy-phenyl)-propionic acid ethyl ester
• CAS NO: 21739-28-6
• Molecular Weight: 233.267
• Mol File: 21739-28-6.mol
• Article Data: 22

Chemical Properties

• CAS DataBase Reference: 2-cyano-3-(4-methoxy-phenyl)-propionic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-cyano-3-(4-methoxy-phenyl)-propionic acid ethyl ester(21739-28-6)
• EPA Substance Registry System: 2-cyano-3-(4-methoxy-phenyl)-propionic acid ethyl ester(21739-28-6)

Safety Data

• Hazardous Substances Data: 21739-28-6(Hazardous Substances Data)

Upstream product

• 1149-23-1 diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate 
• 2286-29-5 ethyl 2-cyano-3-(4-methoxyphenyl)prop-2-enoate 
• 123-11-5 4-methoxy-benzaldehyde 
• 105-56-6 ethyl 2-cyanoacetate 
• 2017-87-0 ethyl (2E)-2-cyano-3-(4-methoxyphenyl)acrylate 
• 6674-22-2 1,8-diazabicyclo[5.4.0]undec-7-ene 
• 3001-72-7 DBN 
• 50897-91-1 ethyl 2-cyano-3-(4-methoxyphenyl)-acrylate 
• 95-54-5 1,2-diamino-benzene 
• 105-13-5 4-Methoxybenzyl alcohol 

Downstream Products

• 1333147-93-5 ethyl 2-(tert-butylperoxy)-2-cyano-3-(4-methoxyphenyl)propanoate 
• 1669-49-4 3-(4-methoxyphenyl)-1-phenylpropan-1-one 
• 2286-29-5 ethyl 2-cyano-3-(4-methoxyphenyl)prop-2-enoate 

Relevant articles and documents

Catalyst-Free [3 + 3] Annulation/Oxidation of Cyclic Amidines with Activated Olefins: When the Substrate Olefin Is Also an Oxidant

Herein we describe a catalyst-free regioselective [3 + 3] annulation/oxidation reaction of cyclic amidines such as DBU (1,8-diazabicyclo(5.4.0)undec-7-ene) and DBN (1,5-diazabicyclo(4.3.0)non-5-ene) with activated olefins, i.e., 2-arylidenemalononitriles and 2-cyano-3-aryl acrylates, to afford tricyclic 2-pyridones and pyridin-2(1H)-imines, respectively. The mechanism has been proposed based on DFT calculations. In the reaction, the cyclic amidines serve as C,N-bisnucleophiles for the cyclization, while the olefins play a dual role by acting as both reactants and oxidants.

A substituted cyano acetate preparation method (by machine translation)

The invention discloses a substituted cyano acetate preparation method, characterized in that comprises the following steps: (I) takes the aldehyde class compound, cyano acetic acid esters (II) and (III) dihydro pyridine ester, uses water as solvent, mixe

Reaction of 3-arylidenepropenoic acid derivatives with triethylamine and other amines; Unexpected reductions and vinylogations

Exposure of ethyl 2-cyano-3-(2-methoxy-5-nitrophenyl)acrylate 1f to triethylamine in hot ethanol resulted in the formation of the dihydro derivative 2f and vinylogue 3f in high yields. Single crystal X-ray data are provided for 3f. Similar reactions were observed for various analogues. The reaction was studied changing aryl substituent, amines and solvents. Pyridyl, thienyl analogues were also examined. The study was extended to cyclic molecules incorporating such systems like thiazolidinedione 8, 3-cyanocoumarin 9 and 4-arylidene-isoquinoline-2,4-diones 11. The last group gave vinylogated products, 4-cinnamylidene-isoquinolinediones and 4-hydroxylated species. A few examples of arylidene derivatives from malononitrile, ethyl acetoacetate, acetyl acetone and ethyl methylsufonylacetate were investigated. Ethyl cinnamate and β-nitrostyrene were unaffected. The reaction is considered to be possibly radical mediated, since addition of free radical quencher suppressed the reaction. Contrary to the effects of thermal conditions, irradiation of 1f in ethanol at 254 and 365 nm gave complex mixtures. A few other interesting observations in this study are noted: vinylogation of 1f with acetaldehyde to 3f; formation of 3f from 1f by the treatment with triethylamine, palladium carbon and reduction of 1f to 2f by triethylammonium formate in DMF.