2-Styrylquinoline

Base Information

• Chemical Name: 2-Styrylquinoline
• CAS No.: 38101-69-8
• Molecular Formula: C17H13 N
• Molecular Weight: 231.297
• NSC Number: 252077,77968
• DSSTox Substance ID: DTXSID801318989
• Nikkaji Number: J513.656C,J576.767I
• Wikidata: Q27122307,Q27122315
• ChEMBL ID: CHEMBL127579
• Mol file: 38101-69-8.mol

Synonyms:(E)-8-hydroxy-2-(2-(4,5-dihydroxy-3-methoxyphenyl)-ethenyl)-7-quinolinecarboxylic acid;styrylquinoline

Chemical Property of 2-Styrylquinoline

Chemical Property:

• Vapor Pressure: 7.58E-06mmHg at 25°C
• Boiling Point: 387°Cat760mmHg
• Flash Point: 168.7°C
• Density: 1.156g/cm³
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 231.104799419
• Heavy Atom Count: 18
• Complexity: 277

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC2=NC3=CC=CC=C3C=C2
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C2=NC3=CC=CC=C3C=C2

Technology Process of 2-Styrylquinoline

There total 48 articles about 2-Styrylquinoline 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: 99.0%

2-methylquinoline (91-63-4) + N-Benzylaniline (758640-21-0,103-32-2) → 2-[(E)-styryl]quinoline (38101-69-8)

Guidance literature:

N-Benzylaniline; With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h; Inert atmosphere;

2-methylquinoline; In N,N-dimethyl-formamide; at 70 ℃; for 24h; Reagent/catalyst; Solvent; Temperature; Time; diastereoselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.201300368

Reference yield: 99.0%

2-methylquinoline (91-63-4) + benzylidene phenylamine (538-51-2) → 2-[(E)-styryl]quinoline (38101-69-8)

Guidance literature:

With 2,3-dichloro-5,6-dicyanohydroquinone; In N,N-dimethyl-formamide; at 70 ℃; for 24h; diastereoselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.201300368

Reference yield: 96.0%

2-methylquinoline (91-63-4) + benzaldehyde (100-52-7) → 2-[(E)-styryl]quinoline (38101-69-8)

Guidance literature:

With iron(II) acetate; trifluoroacetic acid; In toluene; at 100 ℃; for 24h; Reagent/catalyst; Concentration; Inert atmosphere; Schlenk technique; Green chemistry;

DOI:10.1039/c4ra10939b

upstream raw materials:

2-methylquinoline

benzaldehyde

(E)-N-(2-aminobenzylidene)-4-methylaniline

(E)-benzalacetone

Downstream raw materials:

2-(2,2-diphenyl-ethyl)-quinoline

(Z)-2-styrylquinoline

2-phenethyl-quinoline

1,1'-dimethyl-2,2'-(2-phenyl-propanediyl)-bis-quinolinium; iodide

Refernces

• 1、 Balamurugan, Gunasekaran,Ramesh, Rengan. "Nickel(II)-Catalyzed Selective (E)-Olefination of Methyl Heteroarenes Using Benzyl Alcohols via Acceptorless Dehydrogenative Coupling Reaction". . . Retrieved 2021/11/30.
• 2、 Huang, Bin,Li, Xue,Liao, WeiBo,Wang, JiangWei,Zhang, YuanYuan. "NH4I-mediated sp3 C-H cross-dehydrogenative coupling of benzylamines with 2-methylquinoline for the synthesis of E-2-styrylquinolines". . p. 903 - 910. Retrieved 2021/07/17.