3-(4-(Dimethylamino)phenyl)-2-(4-methoxyphenyl)acrylonitrile

Base Information

• Chemical Name: 3-(4-(Dimethylamino)phenyl)-2-(4-methoxyphenyl)acrylonitrile
• CAS No.: 6582-06-5
• Molecular Formula: C18H18N2O
• Molecular Weight: 278.354
• ChEMBL ID: CHEMBL2030539
• Mol file: 6582-06-5.mol

Synonyms:NSC 15786;3-(4-(Dimethylamino)phenyl)-2-(4-methoxyphenyl)acrylonitrile;6582-06-5;NSC15786;3-[4-(Dimethylamino)phenyl]-2-(4-methoxyphenyl)acrylonitrile;CHEMBL2030539;SCHEMBL14970308;(Z)-3-(4-dimethylaminophenyl)-2-(4-methoxyphenyl)prop-2-enenitrile

Chemical Property of 3-(4-(Dimethylamino)phenyl)-2-(4-methoxyphenyl)acrylonitrile

Chemical Property:

• Vapor Pressure: 2.86E-08mmHg at 25°C
• Boiling Point: 449.4°C at 760 mmHg
• Flash Point: 225.6°C
• Density: 1.122g/cm³
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 278.141913202
• Heavy Atom Count: 21
• Complexity: 391

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)C=C(C#N)C2=CC=C(C=C2)OC
• Isomeric SMILES: CN(C)C1=CC=C(C=C1)/C=C(\C#N)/C2=CC=C(C=C2)OC

Technology Process of 3-(4-(Dimethylamino)phenyl)-2-(4-methoxyphenyl)acrylonitrile

There total 5 articles about 3-(4-(Dimethylamino)phenyl)-2-(4-methoxyphenyl)acrylonitrile 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: 90.0%

p-methoxybenzylnitrile (104-47-2) + 4-dimethylamino-benzaldehyde (100-10-7) → (Z)-3-[4-(dimethylamino)phenyl]-2-(4-methoxyphenyl)acrylonitrile (6582-06-5)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/jo01289a038

Reference yield:

(Z)-3-(4-(dimethylamino)phenyl)-2-phenylacrylonitrile (1222-61-3) + p-methoxybenzylnitrile (104-47-2) → (Z)-3-[4-(dimethylamino)phenyl]-2-(4-methoxyphenyl)acrylonitrile (6582-06-5) + phenylacetonitrile (140-29-4)

Guidance literature:

With sodium hexamethyldisilazane; In dimethyl sulfoxide; at 20 ℃; for 0.25h; Inert atmosphere; Glovebox;

DOI:10.1021/jacs.1c03631

Reference yield:

(Z)-3-(4-(dimethylamino)phenyl)-2-phenylacrylonitrile (1222-61-3) + p-methoxybenzylnitrile (104-47-2) → (E)-3-(4-dimethylaminophenyl)-2-phenylacrylonitrile (52565-66-9) + (Z)-3-[4-(dimethylamino)phenyl]-2-(4-methoxyphenyl)acrylonitrile (6582-06-5) + C18H18N2O + phenylacetonitrile (140-29-4)

Guidance literature:

(Z)-3-(4-(dimethylamino)phenyl)-2-phenylacrylonitrile; p-methoxybenzylnitrile; With sodium hexamethyldisilazane; In dimethyl sulfoxide; at 20 ℃; for 0.25h; Inert atmosphere; Glovebox;

In acetonitrile; for 0.0333333h; UV-irradiation; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.1c03631

upstream raw materials:

p-methoxybenzylnitrile

4-dimethylamino-benzaldehyde

(Z)-3-(4-(dimethylamino)phenyl)-2-phenylacrylonitrile

Downstream raw materials:

3-(4-Dimethylamino-phenyl)-2-(4-methoxy-phenyl)-propionitrile

Trifluoro-methanesulfonate{4-[(Z)-2-cyano-2-(4-methoxy-phenyl)-vinyl]-phenyl}-trimethyl-ammonium;