Methyl 4-hydroxyquinoline-8-carboxylate

Base Information

• Chemical Name: Methyl 4-hydroxyquinoline-8-carboxylate
• CAS No.: 860206-84-4
• Molecular Formula: C₁₁H₉NO₃
• Molecular Weight: 203.197
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID30469484
• Wikidata: Q82297232
• Mol file: 860206-84-4.mol

Synonyms:Methyl 4-hydroxyquinoline-8-carboxylate;860206-84-4;4-Hydroxy-quinoline-8-carboxylic acid methyl ester;Methyl 4-oxo-1H-quinoline-8-carboxylate;4-Oxo-1,4-dihydro-quinoline-8-carboxylic acid methyl ester;SCHEMBL11431252;4-Oxo-1,4-dihydroquinoline-8-carboxylic acid methyl ester;DTXSID30469484;MFCD18417588;AKOS015901329;Methyl4-hydroxyquinoline-8-carboxylate;SB69752;AS-41358;CS-0456505;A12404;methyl 4-oxo-1,4-dihydroquinoline-8-carboxylate;EN300-31009711;Z1509515196

Chemical Property of Methyl 4-hydroxyquinoline-8-carboxylate

Chemical Property:

• PSA: 59.42000
• LogP: 1.72700
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 203.058243149
• Heavy Atom Count: 15
• Complexity: 311

Purity/Quality:

97% ^*data from raw suppliers

4-oxo-1,4-dihydro-quinoline-8-carboxylicAcidmethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC2=C1NC=CC2=O

Technology Process of Methyl 4-hydroxyquinoline-8-carboxylate

There total 7 articles about Methyl 4-hydroxyquinoline-8-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: 95.0%

methyl 2-(((2,2-dimethyl-4,6-dioxo-1 ,3-dioxan-5-ylidene)methyl)amino)benzoate (185130-13-6) → methyl 4-hydroxyquinoline-8-carboxylate (860206-84-4)

Guidance literature:

In diphenylether; at 255 ℃; for 1.5h; Inert atmosphere;

Reference yield:

4-hydroxyquinoline-8-carboxylic acid (386207-63-2) → methyl 4-hydroxyquinoline-8-carboxylate (860206-84-4)

Guidance literature:

With diazomethane; diethyl ether;

DOI:10.1021/ja01130a051

Reference yield:

4-hydroxy-quinoline-3,8-dicarboxylic acid (111185-87-6,402580-02-3) → methyl 4-hydroxyquinoline-8-carboxylate (860206-84-4)

Guidance literature:

Multi-step reaction with 2 steps

1: quinoline; copper oxide-chromium oxide

2: diazomethane; diethyl ether

With diazomethane; quinoline; diethyl ether; copper oxide-chromium oxide;

DOI:10.1021/ja01130a051

upstream raw materials:

4-hydroxyquinoline-8-carboxylic acid

methyl 2-(((2,2-dimethyl-4,6-dioxo-1 ,3-dioxan-5-ylidene)methyl)amino)benzoate

4-hydroxy-quinoline-3,8-dicarboxylic acid

7,8,9,12-tetrahydro-pyrano[4',3':4,5]azepino[3,2,1-hi]indol-11-one

Downstream raw materials:

methyl 4-bromo-quinoline-8-carboxylate

methyl 4-(4'-methylaminoallyloxycarbamate)anilino-quinoline-8-carboxylate

4-(4'-methylaminoallyloxycarbamate)anilino-quinoline-8-carboxylic acid

methyl 4-chloroquinoline-8-carboxylate