(E)-2-(1H-benzo[d]imidazol-2-yl)-3-(4-(dimethylamino)phenyl)acrylonitrile

Base Information

• Chemical Name: (E)-2-(1H-benzo[d]imidazol-2-yl)-3-(4-(dimethylamino)phenyl)acrylonitrile
• CAS No.: 57319-74-1
• Molecular Formula: C18H16N4
• Molecular Weight: 288.352
• NSC Number: 153127
• Nikkaji Number: J3.646.844K
• ChEMBL ID: CHEMBL116701

Synonyms:79613-29-9;57319-74-1;2-(1H-benzimidazol-2-yl)-3-[4-(dimethylamino)phenyl]acrylonitrile;1H-Benzimidazol-2-acetonitrile, alpha-((4-(dimethylamino)phenyl)methylene)-;(E)-2-(1H-benzo[d]imidazol-2-yl)-3-(4-(dimethylamino)phenyl)acrylonitrile;NSC153127;CHEMBL116701;STK824125;(E)-2-(1H-benzimidazol-2-yl)-3-(4-dimethylaminophenyl)prop-2-enenitrile;AKOS000431843;NSC 153127;NSC-153127;J3.646.844K;AB00083397-01;Z44307248;F0862-0054;(E)-2-(1H-Benzoimidazole-2-yl)-3-[4-(dimethylamino)phenyl]acrylonitrile;(2E)-2-(1H-benzimidazol-2-yl)-3-[4-(dimethylamino)phenyl]prop-2-enenitrile;1H-Benzimidazol-2-acetonitrile,.alpha.-([4-(dimethylamino)phenyl]methylene)-

Chemical Property of (E)-2-(1H-benzo[d]imidazol-2-yl)-3-(4-(dimethylamino)phenyl)acrylonitrile

Chemical Property:

• Vapor Pressure: 1.9E-11mmHg at 25°C
• Boiling Point: 533.2°Cat760mmHg
• Flash Point: 276.3°C
• Density: 1.256g/cm³
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 288.137496527
• Heavy Atom Count: 22
• Complexity: 453

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=NC3=CC=CC=C3N2
• Isomeric SMILES: CN(C)C1=CC=C(C=C1)/C=C(\C#N)/C2=NC3=CC=CC=C3N2

Technology Process of (E)-2-(1H-benzo[d]imidazol-2-yl)-3-(4-(dimethylamino)phenyl)acrylonitrile

There total 3 articles about (E)-2-(1H-benzo[d]imidazol-2-yl)-3-(4-(dimethylamino)phenyl)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: 82.0%

1H-benzimidazol-2-acetonitrile (4414-88-4) + 4-dimethylamino-benzaldehyde (100-10-7) → 2-(2-benzimidazolyl)-3-(4-N,N-dimethylaminophenyl)acrylonitrile (57319-74-1)

Guidance literature:

With 20percent deep eutectic solvents(DES) of choline chloride and urea; at 20 ℃; for 1h;

DOI:10.3184/174751914X13926483381319

Reference yield:

1,2-diamino-benzene (95-54-5) → 2-(2-benzimidazolyl)-3-(4-N,N-dimethylaminophenyl)acrylonitrile (57319-74-1)

Guidance literature:

Multi-step reaction with 2 steps

1: neat (no solvent) / 0.5 h / 200 °C

2: piperazine / ethanol / 4 h / Reflux

With piperazine; In ethanol;

DOI:10.1016/j.ejmech.2015.03.050

Reference yield:

→ 2-(2-benzimidazolyl)-3-(4-N,N-dimethylaminophenyl)acrylonitrile (57319-74-1)

Guidance literature:

2-Cyanmethyl-benzimidazol + p-Dimethylamino-benzaldehyd. S. 191.;

upstream raw materials:

1H-benzimidazol-2-acetonitrile

4-dimethylamino-benzaldehyde

1,2-diamino-benzene

Downstream raw materials:

C₁₈H₁₈N₄

3-(4-dimethylamino-phenyl)-2-(1-methyl-1H-benzoimidazol-2-yl)-acrylonitrile

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