Methyl quinoline-4-carboxylate

Base Information

• Chemical Name: Methyl quinoline-4-carboxylate
• CAS No.: 21233-61-4
• Molecular Formula: C11H9NO2
• Molecular Weight: 187.19500
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID10388240
• Nikkaji Number: J1.830.174A
• Wikidata: Q72497414
• Mol file: 21233-61-4.mol

Synonyms:methyl quinoline-4-carboxylate;21233-61-4;4-Quinolinecarboxylic acid, methyl ester;Quinoline-4-carboxylic acid methyl ester;Quinoline-4-methyl ester;4-QUINOLINECARBOXYLIC ACID,METHYL ESTER;methylquinoline-4-carboxylate;SCHEMBL827693;DTXSID10388240;4-quinolinecarboxylic methyl ester;KPZUGRPXEZGEGE-UHFFFAOYSA-N;BCP34447;WAA23361;AKOS006241447;SB67714;BS-27813;CS-0374684;FT-0752026;EN300-72103;F76081;Z98595292

Chemical Property of Methyl quinoline-4-carboxylate

Chemical Property:

• Vapor Pressure: 0.000944mmHg at 25°C
• Boiling Point: 303.2oC at 760 mmHg
• Flash Point: 137.2oC
• PSA: 39.19000
• Density: 1.21g/cm3
• LogP: 2.02140
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 187.063328530
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

98%min ^*data from raw suppliers

Methylquinoline-4-carboxylate(~90%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=NC2=CC=CC=C12

Technology Process of Methyl quinoline-4-carboxylate

There total 20 articles about Methyl quinoline-4-carboxylate 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: 98.6%

4-quinolinic acid (486-74-8) → quinoline-4-carboxylic acid methyl ester (21233-61-4)

Guidance literature:

In ethyl acetate;

Reference yield: 93.0%

methanol (67-56-1) + 4-quinolinic acid (486-74-8) → quinoline-4-carboxylic acid methyl ester (21233-61-4)

Guidance literature:

With thionyl chloride; at 0 - 60 ℃; Inert atmosphere;

Reference yield: 93.0%

methanol (67-56-1) + quinoline-4-carboxaldehyde (4363-93-3) → quinoline-4-carboxylic acid methyl ester (21233-61-4)

Guidance literature:

With oxygen; at 70 ℃; for 16h; under 750.075 Torr;

DOI:10.1021/acs.orglett.8b02118

upstream raw materials:

diazomethane

4-quinolinic acid

C₆H₄NCH₂CHCCH₂

methanol

Downstream raw materials:

cinchoninic hydrazide

methyl 2-hydroxyquinoline-4-carboxylate

4-quinolinecarbohydroxamic acid

methyl 2-cyclohexyl-4-quinolinecarboxylate

Refernces

• 1、 Coa, Juan Carlos,Castrillón, Wilson,Cardona, Wilson,Carda, Miguel,Ospina, Victoria,Mu?oz, July Andrea,Vélez, Iván D.,Robledo, Sara M.. "Synthesis, leishmanicidal, trypanocidal and cytotoxic activity of quinoline-hydrazone hybrids". . p. 746 - 753. Retrieved 2015.
• 2、 Cao, Ya-Fang,Li, Ling-Jun,Liu, Min,Xu, Hui,Dai, Hui-Xiong. "Palladium-Catalyzed, Copper(I)-Promoted Methoxycarbonylation of Arylboronic Acids with O-Methyl S-Aryl Thiocarbonates". . p. 4475 - 4481. Retrieved 2020/04/10.
• 3、 Chatterjee, Anamitra,K?nig, Burkhard. "Birch-Type Photoreduction of Arenes and Heteroarenes by Sensitized Electron Transfer". supporting information. p. 14289 - 14294. Retrieved 2019/08/30.