24393-47-3

Basic information

• Product Name: 2-Propenoic acid, 2-cyano-3-(3,4-dimethoxyphenyl)-, ethyl ester, (2E)-
• Synonyms: 2-(3,4-Dimethoxy-benzyliden)-cyan-essigsaeure-ethylester;ethyl α-cyano-3,4-dimethoxycinnamate;3t-(3.4-dimethoxy-phenyl)-2-cyano-acrylic acid ethyl ester;ethyl-3,4-dimethoxy-α-cyano cinnamate;3t-(3.4-Dimethoxy-phenyl)-2-cyan-acrylsaeure-aethylester;ethyl(E)-2-cyano-3-(3,4-dimethoxyphenyl)-2-propenoate
• CAS NO: 24393-47-3
• Molecular Formula: C14H15NO4
• Molecular Weight: 261.277
• Mol File: 24393-47-3.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: 2-Propenoic acid, 2-cyano-3-(3,4-dimethoxyphenyl)-, ethyl ester, (2E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 2-cyano-3-(3,4-dimethoxyphenyl)-, ethyl ester, (2E)-(24393-47-3)
• EPA Substance Registry System: 2-Propenoic acid, 2-cyano-3-(3,4-dimethoxyphenyl)-, ethyl ester, (2E)-(24393-47-3)

Safety Data

• Hazardous Substances Data: 24393-47-3(Hazardous Substances Data)

Upstream product

• 4230-93-7 3,4-dimethoxynitrostyrene 
• 105-56-6 ethyl 2-cyanoacetate 
• 120-14-9 3,4-dimethoxy-benzaldehyde 

Downstream Products

• 1195641-91-8 (Z)-3,4-dimethoxybenzaldehyde oxime 
• 401464-02-6 ethyl 2-amino-7-hydroxy-4-(3,4-dimethoxyphenyl)-4H-chromene-3-carboxylate 
• 153718-52-6 4-acetamido-3-(3,4-dimethoxyphenyl)butyronitrile 
• 153718-53-7 1-acetamido-4-amino-2-(3,4-dimethoxyphenyl)butane 
• 38175-31-4 (+/-)-3-(3,4-dimethoxyphenyl)pyrrolidine 
• 6286-49-3 2-(3,4-dimethoxyphenyl)succinonitrile 
• 38175-27-8 (3,4-dimethoxy-phenyl)-succinic acid 

Relevant articles and documents

An intriguing case of the retro-Michael reaction

In the course of Michael addition of carbanions, derived from malononitrile or cyanoacetic ester, to a nitrostyrol retro reaction has also been observed. Depending on the reaction conditions any of the two compounds formed can be obtained as main product.

Water mediated procedure for preparation of stereoselective oximes as inhibitors of MRCK kinase

Stereoselective aldoximes, preferably Z form have been obtained from α-cyano substituted carbonyl conjugated alkenes. This reaction occurs through Michael addition type reaction followed by retro-Knoevenagel reaction without transition-metal catalysis via C–C bond cleavage. These oximes are evaluated against cancer cell lines employing mechanistic study. Two oximes showed significant cytotoxic activity, which through in silico studies were found to inhibit MRCK Kinase, responsible for metastatic spread of cancer mortality.

Silica grafted polyethylenimine as heterogeneous catalyst for condensation reactions

Primary amine groups were attached to a silica surface by using α,ω-diamines derivatives and (3-glycidyloxypropyl)-trimethoxysilane activation. The same activation was used to graft polyethylenimine, which also contains secondary and tertiary amine groups. These silica aminated structures were tested as heterogeneous catalysts in nitroaldol condensation with nitromethane, the derivative with the polyethylenimine moiety being the more active catalyst. This catalyst also showed efficiency in the Knoevenagel condensation of benzaldehydes with ethyl cyanoacetate under very mild reaction conditions and showed much the same efficiency when used in consecutive reaction runs. A reaction mechanism with participation of the several amine groups of the catalysts is discussed.