4,4,6-TriMethyl-1,3-dihydroquinolin-2-one

Base Information

• Chemical Name: 4,4,6-TriMethyl-1,3-dihydroquinolin-2-one
• CAS No.: 181122-00-9
• Molecular Formula: C₁₂H₁₅NO
• Molecular Weight: 189.257
• Hs Code.: 2933790090
• Mol file: 181122-00-9.mol

Synonyms:4,4,6-TriMethyl-1,3-dihydroquinolin-2-one;4,4,6-Trimethyl-3,4-dihydro-1H-quinolin-2-one;4,4,6-Trimethyl-3,4-dihydroquinolin-2(1H)-one

Chemical Property of 4,4,6-TriMethyl-1,3-dihydroquinolin-2-one

Chemical Property:

• PSA: 32.59000
• LogP: 2.69990

Purity/Quality:

98.5% ^*data from raw suppliers

4,4,6-Trimethyl-1,3-dihydroquinolin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4,4,6-TriMethyl-1,3-dihydroquinolin-2-one

There total 6 articles about 4,4,6-TriMethyl-1,3-dihydroquinolin-2-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: 82.0%

N-(4-methylphenyl)-3-methyl-2-butenamide (21250-36-2) → 3,4-dihydro-4,4,6-trimethyl-2(1H)-quinolinone (181122-00-9)

Guidance literature:

With aluminium trichloride; In benzene; at 80 ℃; for 6h;

DOI:10.1002/jccs.200000018

Reference yield:

N-(4-methylphenyl)-3-methyl-2-butenamide (21250-36-2) → 3,4-dihydro-4,4,6-trimethyl-2(1H)-quinolinone (181122-00-9) + 1-(2-amino-5-metilfenil)-3-metil-2-butenona

Guidance literature:

In benzene; for 9h; Yield given. Yields of byproduct given; Irradiation;

Reference yield:

3,3-Dimethylacryloyl chloride (3350-78-5) → 3,4-dihydro-4,4,6-trimethyl-2(1H)-quinolinone (181122-00-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / K₂CO₃ / acetone; H₂O / 1 h / 0 °C

2: 82 percent / AlCl₃ / benzene / 6 h / 80 °C

With aluminium trichloride; potassium carbonate; In water; acetone; benzene; 1: Condensation / 2: intramolecular Friedel-Crafts reaction;

DOI:10.1002/jccs.200000018

upstream raw materials:

N-(4-methylphenyl)-3-methyl-2-butenamide

3,3-Dimethylacryloyl chloride

p-toluidine

3-Methylbutenoic acid

Downstream raw materials:

4,4,6-trimethyl-1,2,3,4-tetrahydro-quinoline

C₂₄H₂₆NO₃F₃

C₂₂H₁₉NO₃F₆

C₂₃H₂₄NO₃F₃

Refernces

• 1、 Chen, I.-Li,Wang, Tai-Chi,Chen, Yeh-Long,Tzeng, Cherng-Chyi. "Aluminium chloride-catalyzed intermolecular vs intramolecular friedel-crafts reaction of acrylanilides and 3-chloropropanamides". . p. 155 - 162. Retrieved 2007/10/03.