3,5-Dimethyl-1-phenylpyrazolo[4,5-c]quinolin-4-one

Base Information

• Chemical Name: 3,5-Dimethyl-1-phenylpyrazolo[4,5-c]quinolin-4-one
• CAS No.: 71814-52-3
• Molecular Formula: C₁₈H₁₅N₃O
• Molecular Weight: 289.337
• DSSTox Substance ID: DTXSID80382917
• Nikkaji Number: J2.098.295K
• Wikidata: Q82174389
• ChEMBL ID: CHEMBL101206
• Mol file: 71814-52-3.mol

Synonyms:ST50988753;Oprea1_344524;CHEMBL101206;DTXSID80382917;CCG-54538;AKOS004906310;SR-01000643630-1;3,5-dimethyl-1-phenylpyrazolo[4,5-c]quinolin-4-one;BRD-K91586514-001-01-0;1-Phenyl-3,5-dimethyl-1H-pyrazolo[4,3-c]quinoline-4(5H)-one;3,5-dimethyl-1-phenyl-1,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-one;71814-52-3

Chemical Property of 3,5-Dimethyl-1-phenylpyrazolo[4,5-c]quinolin-4-one

Chemical Property:

• Vapor Pressure: 1E-10mmHg at 25°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 289.121512110
• Heavy Atom Count: 22
• Complexity: 434

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=NN(C2=C1C(=O)N(C3=CC=CC=C32)C)C4=CC=CC=C4

Technology Process of 3,5-Dimethyl-1-phenylpyrazolo[4,5-c]quinolin-4-one

There total 10 articles about 3,5-Dimethyl-1-phenylpyrazolo[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: 94.0%

3-acetyl-4-hydroxy-1-methyl-2(1H)-quinolone (54289-76-8) + phenylhydrazine (100-63-0) → 3,5-dimethyl-1-phenyl-1,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-one (71814-52-3)

Guidance literature:

With indium(III) chloride; In ethanol; at 80 ℃; for 0.05h; regioselective reaction; Microwave irradiation;

DOI:10.1080/00397911.2015.1133827

Reference yield: 85.0%

C18H16ClN3O (1046810-18-7) → 3,5-dimethyl-1-phenyl-1,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-one (71814-52-3)

Guidance literature:

With sodium carbonate; In water; acetone; at 20 ℃; for 19h; UV-irradiation;

DOI:10.1055/s-2008-1067013

Reference yield: 83.0%

3-acetyl-4-methoxy-1-methylquinolin-2(1H)-one (956111-57-2) + phenylhydrazine hydrochloride (59-88-1) → 3,5-dimethyl-1-phenyl-1,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-one (71814-52-3)

Guidance literature:

In ethanol; for 3h; Heating;

DOI:10.1016/j.tet.2008.07.028

upstream raw materials:

1-phenyl-3-methyl-4,5-dihydro-1H-pyrazolo<4,5-c>quinolin-4-one

methyl iodide

4-hydroxy-1-methyl-3-[1-(2-phenylhydrazinylidene)ethyl]quinolin-2(1H)-one

1-methyl-2-oxo-3-[1-(phenylhydrazono)ethyl]-1,2-dihydroquinolin-4-yl 4-methylbenzenesulfonate