1-Methyl-2-oxo-1,2-dihydroquinoline-4-carbonitrile

Base Information

• Chemical Name: 1-Methyl-2-oxo-1,2-dihydroquinoline-4-carbonitrile
• CAS No.: 56062-93-2
• Molecular Formula: C11H8N2O
• Molecular Weight: 184.197
• Hs Code.: 2933790090
• European Community (EC) Number: 866-056-0
• Nikkaji Number: J1.000.014I
• Mol file: 56062-93-2.mol

Synonyms:1-methyl-2-oxo-1,2-dihydroquinoline-4-carbonitrile;56062-93-2;1-methyl-2-oxo-1,2-dihydro-4-quinolinecarbonitrile;1-METHYL-2-OXOQUINOLINE-4-CARBONITRILE;4-Quinolinecarbonitrile,1,2-dihydro-1-methyl-2-oxo-(9CI);SCHEMBL18317184;MFCD12197073;AKOS015998354;AT19339;SB67651;LS-08588;EN300-44102;Z445749338

Chemical Property of 1-Methyl-2-oxo-1,2-dihydroquinoline-4-carbonitrile

Chemical Property:

• Melting Point: 165-166 °C
• Boiling Point: 296.8±40.0 °C(Predicted)
• PKA: -1.40±0.40(Predicted)
• PSA: 45.79000
• Density: 1.28±0.1 g/cm3(Predicted)
• LogP: 1.41018
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 184.063662883
• Heavy Atom Count: 14
• Complexity: 336

Purity/Quality:

98% ^*data from raw suppliers

1-methyl-2-oxo-1,2-dihydroquinoline-4-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=CC=CC=C2C(=CC1=O)C#N

Technology Process of 1-Methyl-2-oxo-1,2-dihydroquinoline-4-carbonitrile

There total 10 articles about 1-Methyl-2-oxo-1,2-dihydroquinoline-4-carbonitrile 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: 71.0%

potassiumhexacyanoferrate(II) trihydrate + 4-(p-toluenesulfonyloxy)-1-methyl-quinolin-2(1H)-one (110229-40-8) → 1-methyl-2-oxo-1,2-dihydroquinoline-4-carbonitrile (56062-93-2)

Guidance literature:

With 2-[2-(dicyclohexylphosphino)-phenyl]-1-methyl-1H-indole; palladium diacetate; potassium carbonate; In water; tert-butyl alcohol; at 80 ℃; for 18h; Inert atmosphere;

DOI:10.1002/anie.201005121

Reference yield: 56.0%

3-cyano-N-methyl-N-phenyl-3-(phenylsulfonyl)propanamide → 1-methyl-2-oxo-1,2-dihydroquinoline-4-carbonitrile (56062-93-2)

Guidance literature:

With copper(II) 2-ethylhexanoate; N-ethyl-N,N-diisopropylamine; In 1,3,5-trimethyl-benzene; at 165 ℃; for 18h;

DOI:10.1016/j.tet.2019.130711

Reference yield:

1-methyl-4-cyano-quinolinium iodide (64275-22-5) → 1-methyl-4-quinolone (83-54-5) + 1-methyl-2-oxo-1,2-dihydroquinoline-4-carbonitrile (56062-93-2)

Guidance literature:

With water; silver(l) oxide; und Erhitzen des erhaltenenen Reaktionsprodukts unter 8 Torr auf 230grad;

upstream raw materials:

1-methyl-4-cyano-quinolinium iodide

1-methyl-1,4-dihydro-quinoline-4-carbonitrile

4-(p-toluenesulfonyloxy)-1-methyl-quinolin-2(1H)-one

N-methylaniline