1-Methyl-1,2,3,4-tetrahydroquinolin-4-one

Base Information

• Chemical Name: 1-Methyl-1,2,3,4-tetrahydroquinolin-4-one
• CAS No.: 1198-15-8
• Molecular Formula: C₁₀H₁₁NO
• Molecular Weight: 161.203
• European Community (EC) Number: 819-299-1
• DSSTox Substance ID: DTXSID001282592
• Nikkaji Number: J1.309.736D

Synonyms:1-MDQ cpd;1-methyl-2,3-dihydro-4(1H)-quinolinone

Chemical Property of 1-Methyl-1,2,3,4-tetrahydroquinolin-4-one

Chemical Property:

• Boiling Point: 130 °C(Press: 0.1 Torr)
• Density: 1.120±0.06 g/cm3(Predicted)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 161.084063974
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

99%, ^*data from raw suppliers

1-Methyl-1,2,3,4-tetrahydroquinolin-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1CCC(=O)C2=CC=CC=C21

Technology Process of 1-Methyl-1,2,3,4-tetrahydroquinolin-4-one

There total 25 articles about 1-Methyl-1,2,3,4-tetrahydroquinolin-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: 68.0%

2,3-dihydroquinolin-4(1H)-one (4295-36-7) + methyl iodide (74-88-4) → 1-methyl-1,2,3,4-tetrahydroquinolin-4-one (1198-15-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃;

Reference yield: 49.0%

3-[N-(2-iodophenyl)-N-methylamino]-N-methoxy-N-methylpropanamide (1088708-50-2) → 1-methyl-1,2,3,4-tetrahydroquinolin-4-one (1198-15-8) + N-methoxy-N-methyl-3-(N-methyl-N-phenylamino)propanamide (1088708-75-1)

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In toluene; at 110 ℃; for 72h; Sealed tube;

DOI:10.1021/jo8020715

Reference yield: 46.0%

4-[N-(2-iodophenyl)-N-methylamino]butanal (1407968-49-3) → 1-methyl-1,2,3,4-tetrahydroquinolin-4-one (1198-15-8)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium tert-butylate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; phenol; In tetrahydrofuran; at 75 ℃; for 24h; chemoselective reaction; Sealed tube;

DOI:10.1021/jo301924e

upstream raw materials:

N-(2-cyanoethyl)-N-methylaniline

N-methyl-N-(2-[hydroxycarbonyl]ethyl)aniline

N,N-Dimethylacrylamide

N-methylaniline

Downstream raw materials:

6-bromo-1-methyl-2,3-dihydroquinolin-4-one

1,2,3,4-tetrahydro-1-methyl-4-oxoquinoline phenylhydrazone

3-(4-dimethylamino-benzylidene)-1-methyl-2,3-dihydro-1H-quinolin-4-one

3-(4-dimethylamino-anilino)-1-methyl-1H-quinolin-4-one

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