2-Cyano-3-(3,4-dimethoxy-phenyl)-acrylic acid ethyl ester

Base Information

• Chemical Name: 2-Cyano-3-(3,4-dimethoxy-phenyl)-acrylic acid ethyl ester
• CAS No.: 2286-55-7
• Molecular Formula: C14H15 N O4
• Molecular Weight: 261.277
• Hs Code.: 2926909090
• European Community (EC) Number: 652-154-9
• NSC Number: 10162
• Nikkaji Number: J377.770G,J680.499C
• ChEMBL ID: CHEMBL1369035
• Mol file: 2286-55-7.mol

Synonyms:2-Cyano-3-(3,4-dimethoxy-phenyl)-acrylic acid ethyl ester;ethyl (E)-2-cyano-3-(3,4-dimethoxyphenyl)prop-2-enoate;ethyl 2-cyano-3-(3,4-dimethoxyphenyl)acrylate;2286-55-7;NSC10162;MLS000529192;CHEMBL1369035;SCHEMBL22259791;HMS2342L21;CCG-41861;NSC-10162;AKOS000560000;SMR000121667;SR-01000631908-1

Chemical Property of 2-Cyano-3-(3,4-dimethoxy-phenyl)-acrylic acid ethyl ester

Chemical Property:

• Vapor Pressure: 6.9E-07mmHg at 25°C
• Boiling Point: 408.6°Cat760mmHg
• Flash Point: 178.7°C
• PSA: 68.55000
• Density: 1.163g/cm³
• LogP: 2.17388
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 261.10010796
• Heavy Atom Count: 19
• Complexity: 382

Purity/Quality:

99% ^*data from raw suppliers

ETHYL ALPHA-CYANO-3,4-DIMETHOXYCINNAMATE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=CC1=CC(=C(C=C1)OC)OC)C#N
• Isomeric SMILES: CCOC(=O)/C(=C/C1=CC(=C(C=C1)OC)OC)/C#N

Technology Process of 2-Cyano-3-(3,4-dimethoxy-phenyl)-acrylic acid ethyl ester

There total 8 articles about 2-Cyano-3-(3,4-dimethoxy-phenyl)-acrylic acid ethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

3,4-dimethoxy-benzaldehyde (120-14-9) + ethyl 2-cyanoacetate (105-56-6) → ethyl α-cyano-β-(3,4-dimethoxyphenyl)acrylate (2286-55-7)

Guidance literature:

With piperidine; acetic acid; In benzene; at 120 - 130 ℃; for 12h; Heating / reflux;

Reference yield: 95.0%

N-(3,4-dimethoxybenzylidene)aniline (27895-67-6) + ethyl 2-cyanoacetate (105-56-6) → ethyl α-cyano-β-(3,4-dimethoxyphenyl)acrylate (2286-55-7)

Guidance literature:

With piperidine; In benzene; Ambient temperature;

Reference yield: 75.0%

C17H17NO3 (326886-35-5) + ethyl 2-cyanoacetate (105-56-6) → ethyl α-cyano-β-(3,4-dimethoxyphenyl)acrylate (2286-55-7)

Guidance literature:

With pyridine; In benzene; for 0.25h; Heating;

upstream raw materials:

3,4-dimethoxy-benzaldehyde

ethyl 2-cyanoacetate

N-(3,4-dimethoxybenzylidene)aniline

ammonia

Downstream raw materials:

4-(3,4-Dimethoxy-phenyl)-7-[1-(3,4-dimethoxy-phenyl)-meth-(Z)-ylidene]-2-oxo-2,5,6,7-tetrahydro-1H-[1]pyrindine-3-carbonitrile

2-(3,4-dimethoxyphenyl)succinonitrile

2,6-diamino-5-[(3',4'-dimethoxyphenyl)ethyl]pyrimidin-4-ol

4-amino-2-pivaloylamino-5-[(3',4'-dimethoxyphenyl)ethyl]pyrimidine

Refernces

• 1、 Reddy, Sivakumar N.,Reddy, Venkatram R.,Dinda, Shrabani,Nanubolu, Jagadeesh Babu,Chandra, Rajesh. "Asymmetric Reaction of p-Quinone Diimide: Organocatalyzed Michael Addition of α-Cyanoacetates". supporting information. p. 2572 - 2575. Retrieved 2018/05/17.
• 2、 Pippal, Parveen,Singh, Prabal Pratap. "Calcium ferrite, an efficient catalyst for knoevenagel condensation(A green approach)". . p. 1736 - 1743. Retrieved 2017/10/27.