4-Quinolinecarboxamide

Base Information

• Chemical Name: 4-Quinolinecarboxamide
• CAS No.: 4363-95-5
• Molecular Formula: C10H8N2O
• Molecular Weight: 172.186
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID20395945
• Nikkaji Number: J1.833.428C
• Wikidata: Q82196350
• ChEMBL ID: CHEMBL3244841
• Mol file: 4363-95-5.mol

Synonyms:quinoline-4-carboxamide

Chemical Property of 4-Quinolinecarboxamide

Chemical Property:

• Vapor Pressure: 2.64E-07mmHg at 25°C
• Melting Point: 181 °C(Solv: ethanol (64-17-5))
• Boiling Point: 421.3oC at 760 mmHg
• PKA: 14.86±0.30(Predicted)
• Flash Point: 208.6oC
• PSA: 55.98000
• Density: 1.27g/cm3
• LogP: 2.03400
• Storage Temp.: 2-8°C
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 172.063662883
• Heavy Atom Count: 13
• Complexity: 205

Purity/Quality:

98%min ^*data from raw suppliers

4-Quinolinecarboxamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CC=N2)C(=O)N

Technology Process of 4-Quinolinecarboxamide

There total 12 articles about 4-Quinolinecarboxamide 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: 66.0%

4-quinolinic acid (486-74-8) → quinoline-4-carboxamide (4363-95-5)

Guidance literature:

4-quinolinic acid; With oxalyl dichloride; In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃;

With ammonia; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1080/14756366.2020.1869954

Reference yield: 53.0%

C6H4NCH2CHCCH2 (491-35-0) → quinoline-4-carboxamide (4363-95-5)

Guidance literature:

With 1,10-Phenanthroline; ammonium acetate; oxygen; copper; In 1,4-dioxane; water; at 130 ℃; for 24h; under 760.051 Torr; Sealed tube;

DOI:10.1039/c5ob00685f

Reference yield: 52.0%

quinoline-4-carboxaldehyde (4363-93-3) → quinoline-4-carboxamide (4363-95-5)

Guidance literature:

With hydroxylamine hydrochloride; caesium carbonate; In tetrahydrofuran; water; at 0 - 250 ℃; for 0.0833333h; under 150015 Torr;

DOI:10.1002/ejoc.201403280

upstream raw materials:

quinoline-4-carbonitrile

quinolone-4-carbonyl chloride

ethyl quinoline-4-carboxylate

quinoline

Downstream raw materials:

2-Amino-cinchoninsaeureamid

4-quinolinic acid

4-aminoquinoline

3-bromo-quinolin-4-ylamine

Refernces

• 1、 Chen, Xuenian,Kang, Jia-Xin,Ma, Yan-Na,Miao, Yu-Qi. "Visible light-mediated synthesis of amides from carboxylic acids and amine-boranes". supporting information. p. 3595 - 3599. Retrieved 2021/06/06.
• 2、 Ambreen, Nida,Wirth, Thomas. "High-temperature synthesis of amides from alcohols or aldehydes by using flow chemistry". . p. 7590 - 7593. Retrieved 2015/04/22.