5-Furfuryl-1-methyl-1H,5H-imidazo(4,5-c)quinolin-4-one

Base Information

• Chemical Name: 5-Furfuryl-1-methyl-1H,5H-imidazo(4,5-c)quinolin-4-one
• CAS No.: 133305-94-9
• Molecular Formula: C16H13N3O2
• Molecular Weight: 279.2933
• DSSTox Substance ID: DTXSID40158054
• Nikkaji Number: J515.259C
• Wikidata: Q83026210
• ChEMBL ID: CHEMBL336508

Synonyms:5-Furfuryl-1-methyl-1H,5H-imidazo(4,5-c)quinolin-4-one;133305-94-9;1,5-Dihydro-5-(2-furanylmethyl)-1-methyl-4H-imidazo(4,5-c)quinolin-4-one;4H-Imidazo(4,5-c)quinolin-4-one, 1,5-dihydro-5-(2-furanylmethyl)-1-methyl-;CHEMBL336508;SCHEMBL9216676;DTXSID40158054;LS-80471;Z3303460964;1-Methyl-5-furfuryl-1H-imidazo[4,5-c]quinolin-4(5H)-one

Chemical Property of 5-Furfuryl-1-methyl-1H,5H-imidazo(4,5-c)quinolin-4-one

Chemical Property:

• Vapor Pressure: 4.4E-13mmHg at 25°C
• Boiling Point: 571.8°Cat760mmHg
• Flash Point: 299.6°C
• Density: 1.36g/cm³
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 279.100776666
• Heavy Atom Count: 21
• Complexity: 416

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1C=NC2=C1C3=CC=CC=C3N(C2=O)CC4=CC=CO4

Technology Process of 5-Furfuryl-1-methyl-1H,5H-imidazo(4,5-c)quinolin-4-one

There total 3 articles about 5-Furfuryl-1-methyl-1H,5H-imidazo(4,5-c)quinolin-4-one 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:

1-Methyl-1H-imidazo[4,5-c]quinoline (99010-39-6) → 5-Furan-2-ylmethyl-1-methyl-1,5-dihydro-imidazo[4,5-c]quinolin-4-one (133305-94-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 30percent aq. H₂O₂ / acetic acid / 12 h / 80 °C

2: Ac₂O / 1 h / Heating

3: 1.) NaH / 1.) DMF, 50 deg C, 0.5 h, 2.) DMF, 50 deg C, 2 h

With dihydrogen peroxide; acetic anhydride; sodium hydride; In acetic acid;

DOI:10.1021/jm00100a009

Reference yield:

1-Methyl-1H-imidazo[4,5-c]quinoline 5-oxide (99010-61-4) → 5-Furan-2-ylmethyl-1-methyl-1,5-dihydro-imidazo[4,5-c]quinolin-4-one (133305-94-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Ac₂O / 1 h / Heating

2: 1.) NaH / 1.) DMF, 50 deg C, 0.5 h, 2.) DMF, 50 deg C, 2 h

With acetic anhydride; sodium hydride;

DOI:10.1021/jm00100a009

Reference yield:

2-Chloromethylfuran (617-88-9) + 4-hydroxy-1-methyl-1H-imidazo<4,5-c>quinoline (133306-50-0) → 5-Furan-2-ylmethyl-1-methyl-1,5-dihydro-imidazo[4,5-c]quinolin-4-one (133305-94-9)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) DMF, 50 deg C, 0.5 h, 2.) DMF, 50 deg C, 2 h;

DOI:10.1021/jm00100a009

upstream raw materials:

2-Chloromethylfuran

4-hydroxy-1-methyl-1H-imidazo<4,5-c>quinoline

1-Methyl-1H-imidazo[4,5-c]quinoline

1-Methyl-1H-imidazo[4,5-c]quinoline 5-oxide

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