2-Phenylquinoline-3-carbaldehyde

Base Information

• Chemical Name: 2-Phenylquinoline-3-carbaldehyde
• CAS No.: 227803-21-6
• Molecular Formula: C16H11NO
• Molecular Weight: 233.269
• DSSTox Substance ID: DTXSID70479845
• Nikkaji Number: J1.879.559K
• Wikidata: Q82314138
• Mol file: 227803-21-6.mol

Synonyms:2-phenylquinoline-3-carbaldehyde;227803-21-6;2-phenyl-quinoline-3-carbaldehyde;SCHEMBL1315514;DTXSID70479845;NBXXDAGTFPTLTN-UHFFFAOYSA-N

Chemical Property of 2-Phenylquinoline-3-carbaldehyde

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 233.084063974
• Heavy Atom Count: 18
• Complexity: 285

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC3=CC=CC=C3C=C2C=O

Technology Process of 2-Phenylquinoline-3-carbaldehyde

There total 17 articles about 2-Phenylquinoline-3-carbaldehyde 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-(1,3-dioxolan-2-yl)-2-phenylquinoline (864439-58-7) → 2-phenylquinoline-3-carbaldehyde (227803-21-6)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; for 1h; Heating;

DOI:10.1016/j.tet.2005.06.032

Reference yield: 94.0%

2-chloro-3-quinoline carboxaldehyde (73568-25-9) + phenylboronic acid (98-80-6) → 2-phenylquinoline-3-carbaldehyde (227803-21-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; toluene; Reflux;

Reference yield: 88.0%

3-formyl-2-quinolone (91301-03-0) + phenylboronic acid (98-80-6) → 2-phenylquinoline-3-carbaldehyde (227803-21-6)

Guidance literature:

3-formyl-2-quinolone; With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In 1,4-dioxane; at 100 ℃; for 2h;

phenylboronic acid; With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; In 1,4-dioxane; water; at 100 ℃; for 12h; Reagent/catalyst; Solvent; chemoselective reaction;

DOI:10.1039/c4ra05161k

upstream raw materials:

2-chloro-3-quinoline carboxaldehyde

phenylboronic acid

3-(1,3-dioxolan-2-yl)-2-phenylquinoline

2-chloro-3-[1,3-dioxolan-2-yl]-quinoline

Downstream raw materials:

C₂₁H₁₆N₂O

C₂₄H₁₇NO₂