2-Hydroxy-6-methoxyquinoline-3-carbaldehyde

Base Information

• Chemical Name: 2-Hydroxy-6-methoxyquinoline-3-carbaldehyde
• CAS No.: 123990-78-3
• Molecular Formula: C11H9NO3
• Molecular Weight: 203.197
• Hs Code.: 2933499090
• European Community (EC) Number: 802-738-6
• DSSTox Substance ID: DTXSID10355477
• Nikkaji Number: J3.080.535F
• Wikidata: Q82134404
• ChEMBL ID: CHEMBL4288271
• Mol file: 123990-78-3.mol

Synonyms:2-hydroxy-6-methoxyquinoline-3-carbaldehyde;123990-78-3;6-methoxy-2-oxo-1H-quinoline-3-carbaldehyde;6-methoxy-2-oxo-1,2-dihydroquinoline-3-carbaldehyde;6-Methoxy-2-oxo-1,2-dihydro-quinoline-3-carbaldehyde;Cambridge id 6982019;Oprea1_125571;Oprea1_874553;SCHEMBL2731348;CHEMBL4288271;SCHEMBL16764730;3-Quinolinecarboxaldehyde, 1,2-dihydro-6-methoxy-2-oxo-;DTXSID10355477;YEA99078;MFCD02227056;MFCD02996307;STL140781;STL553609;TQ0114;AKOS000365955;AKOS004117352;BS-3212;SB68855;2-Hydroxy-6-methoxy-3-quinolinecarbaldehyde;BB 0258537;CS-0214851;FT-0732351;EN300-199196;F83072;3-Formyl-6-methoxy-1,2-dihydroquinoline-2-one;6-methoxy-2-oxo-1,2-dihydroquinolin-3-carboxaldehyde;Z57245641;2-Hydroxy-6-methoxyquinoline-3-carbaldehyde, AldrichCPR

Chemical Property of 2-Hydroxy-6-methoxyquinoline-3-carbaldehyde

Chemical Property:

• Vapor Pressure: 4.06E-09mmHg at 25°C
• Boiling Point: 473.1oC at 760 mmHg
• Flash Point: 239.9oC
• PSA: 59.42000
• Density: 1.348g/cm3
• LogP: 1.76150
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 203.058243149
• Heavy Atom Count: 15
• Complexity: 311

Purity/Quality:

97% ^*data from raw suppliers

2-Hydroxy-6-methoxyquinoline-3-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)NC(=O)C(=C2)C=O

Technology Process of 2-Hydroxy-6-methoxyquinoline-3-carbaldehyde

There total 6 articles about 2-Hydroxy-6-methoxyquinoline-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: 89.0%

2-chloro-6-methoxyquinolin-3-carboxaldehyde (73568-29-3) → 6-methoxy-2-oxo-1,2-dihydroquinolin-3-carboxaldehyde (123990-78-3)

Guidance literature:

With water; acetic acid; at 95 ℃; for 10h;

DOI:10.1002/jhet.3933

Reference yield: 85.0%

→ 6-methoxy-2-oxo-1,2-dihydroquinolin-3-carboxaldehyde (123990-78-3)

Guidance literature:

With acetic acid; at 95 ℃; for 8h;

Reference yield:

4-methoxyacetanilide (51-66-1) → 6-methoxy-2-oxo-1,2-dihydroquinolin-3-carboxaldehyde (123990-78-3)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / 18 h / 80 °C

2: acetic acid / water / Reflux

With acetic acid; trichlorophosphate; In water;

DOI:10.1016/j.tetlet.2014.05.094

upstream raw materials:

2-chloro-6-methoxyquinolin-3-carboxaldehyde

4-methoxy-aniline

4-methoxyacetanilide

m-methoxyacetanilide

Downstream raw materials:

6-methoxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid

6-methoxy-3-[[1-(2-methoxyethyl)-1H-tetrazol-5-yl][(2-phenylethyl)(phenylmethyl)-amino]methyl]-2(1H)-quinolinone

6-methoxy-3-(3-oxo-3-phenylpropenyl)-1H-quinolin-2-one

(6-methoxyfuro[2,3-b]quinolin-2-yl)(phenyl)methanone