5-Oxo-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-6-carbaldehyde

Base Information

• Chemical Name: 5-Oxo-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-6-carbaldehyde
• CAS No.: 386715-48-6
• Molecular Formula: C₁₃H₁₁NO₂
• Molecular Weight: 213.236
• Hs Code.: 2933990090
• European Community (EC) Number: 670-402-4
• DSSTox Substance ID: DTXSID10371157
• Mol file: 386715-48-6.mol

Synonyms:386715-48-6;5-Oxo-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-6-carbaldehyde;2,3-dihydro-5-oxo-(1h,5h)-benzo[ij]-quinolizine-6-carboxaldehyde;2-oxo-1-azatricyclo[7.3.1.05,13]trideca-3,5(13),6,8-tetraene-3-carbaldehyde;2,3-dihydro-5-oxo-1h,5h-benzo[ij]quinolizine-6-carboxaldehyde;Peakdale1_001158;2,3-Dihydro-5-oxo-(1H,5H)-benzo[ij]-;SCHEMBL15181677;HMS521E14;DTXSID10371157;BBL029421;MFCD01567808;STL146408;AKOS002336171;BP-11279;VS-09229;FT-0701472;EN300-240242;SR-01000385422;SR-01000385422-1;F2185-0025;5-Oxo-2,3-dihydro-1H,5H-benzo[ij]quinolizine-6-carboxaldehyde;3-oxo-3,5,6,7-tetrahydropyrido[3,2,1-ij]quinoline-2-carbaldehyde;2-oxo-1-azatricyclo[7.3.1.0,5,13]trideca-3,5,7,9(13)-tetraene-3-carbaldehyde;5-Oxo-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-6-carbaldehyde, AldrichCPR;2-OXO-1-AZATRICYCLO[7.3.1.0?,(1)(3)]TRIDECA-3,5,7,9(13)-TETRAENE-3-CARBALDEHYDE

Chemical Property of 5-Oxo-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-6-carbaldehyde

Chemical Property:

• Vapor Pressure: 2.29E-06mmHg at 25°C
• Melting Point: 219～221℃
• Refractive Index: 1.657
• Boiling Point: 392.5°Cat760mmHg
• Flash Point: 187.4°C
• PSA: 39.07000
• Density: 1.32g/cm³
• LogP: 1.76020
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 213.078978594
• Heavy Atom Count: 16
• Complexity: 361

Purity/Quality:

98%min ^*data from raw suppliers

5-Oxo-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-6-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC=CC3=C2N(C1)C(=O)C(=C3)C=O

Technology Process of 5-Oxo-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-6-carbaldehyde

There total 1 articles about 5-Oxo-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-6-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: 73.0%

1-acetyl-1,2,3,4-tetrahydroquinoline (4169-19-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-oxo-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-6-carbaldehyde (386715-48-6)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 5 - 15 ℃; for 0.75h;

1-acetyl-1,2,3,4-tetrahydroquinoline; at 75 - 80 ℃; for 14h;

DOI:10.1080/14756366.2016.1222584

Reference yield:

5-oxo-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-6-carbaldehyde (386715-48-6) → 5-oxo-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-6-carboxylic acid (386715-42-0)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate; hydroxylamine hydrochloride / 3 h / 100 °C

2: sodium hydroxide / ethanol; water / 48 h

With hydroxylamine hydrochloride; sodium hydroxide; trichlorophosphate; In ethanol; water;

DOI:10.1080/14756366.2016.1222584

Reference yield:

5-oxo-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-6-carbaldehyde (386715-48-6) → 5-oxo-9-phenyl-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-6-carboxylic acid

Guidance literature:

Multi-step reaction with 4 steps

1: trichlorophosphate; hydroxylamine hydrochloride / 3 h / 100 °C

2: N-Bromosuccinimide / N,N-dimethyl-formamide / 12 h / 20 °C

3: sodium hydroxide / ethanol; water / 48 h

4: bis-triphenylphosphine-palladium(II) chloride / ethanol / 12 h / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; hydroxylamine hydrochloride; sodium hydroxide; trichlorophosphate; In ethanol; water; N,N-dimethyl-formamide;

DOI:10.1080/14756366.2016.1222584

upstream raw materials:

1-acetyl-1,2,3,4-tetrahydroquinoline

N,N-dimethyl-formamide

Downstream raw materials:

5-oxo-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-6-carboxylic acid