4-[(E)-2-benzo[h]quinolin-4-ylvinyl]-N,N-dimethyl-aniline

Base Information

• Chemical Name: 4-[(E)-2-benzo[h]quinolin-4-ylvinyl]-N,N-dimethyl-aniline
• CAS No.: 7498-19-3
• Molecular Formula: C₂₃H₂₀N₂
• Molecular Weight: 324.425
• NSC Number: 407357
• DSSTox Substance ID: DTXSID40420940
• Wikidata: Q82232261
• ChEMBL ID: CHEMBL1875893
• Mol file: 7498-19-3.mol

Synonyms:NSC407357;7498-19-3;CHEMBL1875893;DTXSID40420940;NSC-407357;NCGC00184123-01;NCGC00184123-02;NCGC00184123-03;NCGC00184123-04;NCGC00184123-05;NCGC00184123-06;4-(p-Di-methylaminostyryl)benzo[h]-quinoline;4-[(E)-2-benzo[h]quinolin-4-ylvinyl]-N,N-dimethyl-aniline

Chemical Property of 4-[(E)-2-benzo[h]quinolin-4-ylvinyl]-N,N-dimethyl-aniline

Chemical Property:

• Vapor Pressure: 7.93E-12mmHg at 25°C
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 324.162648646
• Heavy Atom Count: 25
• Complexity: 449

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)C=CC2=C3C=CC4=CC=CC=C4C3=NC=C2
• Isomeric SMILES: CN(C)C1=CC=C(C=C1)/C=C/C2=C3C=CC4=CC=CC=C4C3=NC=C2

Technology Process of 4-[(E)-2-benzo[h]quinolin-4-ylvinyl]-N,N-dimethyl-aniline

There total 4 articles about 4-[(E)-2-benzo[h]quinolin-4-ylvinyl]-N,N-dimethyl-aniline 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: 38.0%

4-methyl-7,8-benzoquinoline (40174-37-6) + 4-dimethylamino-benzaldehyde (100-10-7) → C23H20N2 (7498-19-3)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 80 ℃;

DOI:10.1021/jp305459r

Reference yield:

4-methyl-7,8-benzoquinoline (40174-37-6) + 4-dimethylamino-benzaldehyde (100-10-7) → 4-(trans-2-benzo[h]quinolin-4-yl-vinyl)-N,N-dimethyl-aniline (7498-19-3)

Guidance literature:

With zinc(II) chloride; at 140 ℃;

DOI:10.1021/ja01220a002

Reference yield:

4-methyl-benzo[h]quinolin-2-ol (1210-07-7) → 4-(trans-2-benzo[h]quinolin-4-yl-vinyl)-N,N-dimethyl-aniline (7498-19-3)

Guidance literature:

Multi-step reaction with 3 steps

1: phosphorus (V)-chloride; phosphoryl chloride

2: aq.-ethanolic hydrochloric acid; tin

3: ZnCl₂ / 140 °C

With hydrogenchloride; tin; phosphorus pentachloride; zinc(II) chloride; trichlorophosphate;

DOI:10.1021/ja01220a002

upstream raw materials:

4-methyl-7,8-benzoquinoline

4-dimethylamino-benzaldehyde

2-chlor-4-methylbenzo-quinoline

4-methyl-benzo[h]quinolin-2-ol