3-(4-Carboxybenzoyl)-2-quinolinecarboxaldehyde

Base Information

• Chemical Name: 3-(4-Carboxybenzoyl)-2-quinolinecarboxaldehyde
• CAS No.: 131124-59-9
• Molecular Formula: C18H11 N O4
• Molecular Weight: 305.29
• DSSTox Substance ID: DTXSID70156907
• Nikkaji Number: J490.270J
• Wikidata: Q27122999
• Metabolomics Workbench ID: 57975
• Mol file: 131124-59-9.mol

Synonyms:3-(4-carboxybenzoyl)-2-quinolinecarboxaldehyde;CBQCA

Chemical Property of 3-(4-Carboxybenzoyl)-2-quinolinecarboxaldehyde

Chemical Property:

• Vapor Pressure: 1.73E-15mmHg at 25°C
• Boiling Point: 605°C at 760 mmHg
• Flash Point: 319.7°C
• PSA: 84.33000
• Density: 1.393g/cm³
• LogP: 2.97650
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 305.06880783
• Heavy Atom Count: 23
• Complexity: 470

Purity/Quality:

≥98% ^*data from raw suppliers

CBQCA REAGENT 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(C(=N2)C=O)C(=O)C3=CC=C(C=C3)C(=O)O
• Uses: Amine-Reactive Fluorescent probe that reacts with primary amines to form conjugates that can be analyzed by electrophoretic or chromatographic methods

Technology Process of 3-(4-Carboxybenzoyl)-2-quinolinecarboxaldehyde

There total 4 articles about 3-(4-Carboxybenzoyl)-2-quinolinecarboxaldehyde 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:

3-(4-carboxybenzoyl)-2-methylquinoline (131436-24-3) → 3-(4-carboxybenzoyl)-2-quinolinecarboxaldehyde (131124-59-9)

Guidance literature:

With selenium(IV) oxide; In acetic acid; at 80 ℃; for 2h; Yield given;

DOI:10.1021/ac00005a004

Reference yield:

4-cyanobenzoic acid methyl ester (1129-35-7) → 3-(4-carboxybenzoyl)-2-quinolinecarboxaldehyde (131124-59-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) NaH / 1) THF, 2) reflux, 1.5 h

2: 87 percent / piperidine, 95percent ethanol / 18 h / Heating

3: 45 percent / KOH / aq. ethanol / 6 h / Heating

4: SeO₂ / acetic acid / 2 h / 80 °C

With piperidine; potassium hydroxide; selenium(IV) oxide; ethanol; sodium hydride; In ethanol; acetic acid;

DOI:10.1021/ac00005a004

Reference yield:

1-(4-cyanophenyl)-1,3-butanedione (62585-03-9) → 3-(4-carboxybenzoyl)-2-quinolinecarboxaldehyde (131124-59-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / piperidine, 95percent ethanol / 18 h / Heating

2: 45 percent / KOH / aq. ethanol / 6 h / Heating

3: SeO₂ / acetic acid / 2 h / 80 °C

With piperidine; potassium hydroxide; selenium(IV) oxide; ethanol; In ethanol; acetic acid;

DOI:10.1021/ac00005a004

upstream raw materials:

3-(4-carboxybenzoyl)-2-methylquinoline

4-cyanobenzoic acid methyl ester

1-(4-cyanophenyl)-1,3-butanedione

3-(4-cyanobenzoyl)-2-methylquinoline