5,6-Dimethyl-2-pyridone

Base Information

• Chemical Name: 5,6-Dimethyl-2-pyridone
• CAS No.: 27992-31-0
• Molecular Formula: C7H9 N O
• Molecular Weight: 123.155
• Hs Code.: 2933399090
• European Community (EC) Number: 248-767-2
• UNII: 5Q8MUU73K7
• DSSTox Substance ID: DTXSID60182275
• Nikkaji Number: J250.624F
• Mol file: 27992-31-0.mol

Synonyms:27992-31-0;5,6-dimethylpyridin-2-ol;5,6-Dimethylpyridin-2(1H)-one;5,6-Dimethyl-2-pyridone;5,6-dimethyl-1H-pyridin-2-one;5,6-dimethyl-2(1H)-pyridinone;91914-08-8;EINECS 248-767-2;2(1H)-Pyridinone, 5,6-dimethyl-;5Q8MUU73K7;2,3-DIMETHYL-6-HYDROXYPYRIDINE;UNII-5Q8MUU73K7;SCHEMBL217457;DTXSID60182275;5,6-DIMETHYL-2-PYRIDINOL;5,6-DIMETHYL-2-PYRIDINONE;CBA99231;MFCD00859248;AKOS006333624;AKOS015967410;AB54521;SB54117;5,6-dimethyl-1,2-dihydropyridin-2-one;BS-36782;CS-0323809;F51184;F52969

Chemical Property of 5,6-Dimethyl-2-pyridone

Chemical Property:

• Vapor Pressure: 0.00117mmHg at 25°C
• Boiling Point: 299.7°Cat760mmHg
• Flash Point: 169.6°C
• PSA: 32.86000
• Density: 1.013g/cm³
• LogP: 0.99170
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 123.068413911
• Heavy Atom Count: 9
• Complexity: 201

Purity/Quality:

99% ^*data from raw suppliers

5,6-Dimethylpyridin-2(1H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(NC(=O)C=C1)C

Technology Process of 5,6-Dimethyl-2-pyridone

There total 10 articles about 5,6-Dimethyl-2-pyridone 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: 94.3%

1,2-dihydro-5,6-dimethyl-2-oxo-3-pyridinecarbonitrile (72716-80-4) → 5,6-dimethyl-2(1H)-pyridone (27992-31-0)

Guidance literature:

With hydrogenchloride; In water; at 135 ℃; for 72h; Heating / reflux;

Reference yield: 45.0%

3,4-dihydro-5,6-dimethyl-2(1H)-pyridone (52648-22-3) → 5,6-dimethyl-2(1H)-pyridone (27992-31-0)

Guidance literature:

With sulfuryl dichloride; 1.) CHCl₃, 30 min, 2.) 120 deg C, 0.5 h;

Reference yield:

4-methyl-5-oxo-hexanenitrile (10413-01-1) → 5,6-dimethyl-2(1H)-pyridone (27992-31-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / neutral alumina / 200 deg C, 2 h -> 220 deg C, 3 h

2: 45 percent / SO₂Cl₂ / 1.) CHCl₃, 30 min, 2.) 120 deg C, 0.5 h

With aluminum oxide; sulfuryl dichloride;

upstream raw materials:

2-hydroxy-5,6-dimethylnicotinonitrile

5,6-dimethyl-2-hydroxynicotinic acid

2-methyl-3-oxobutanal

2-amino-5,6-dimethyl-nicotinamide

Downstream raw materials:

2,3-Dimethyl-6-phenoxy-pyridine

(1S,8R)-8,12-Dimethyl-9-aza-tricyclo[6.2.2.0^2,7]dodeca-2⁽⁷⁾,3,5,11-tetraen-10-one

3-amino-5,6-dimethyl-4-(3-methylbenzoyl)pyridin-2(1H)-one

3-amino-4-(3,5-dimethyl-benzyl)-5,6-dimethyl-1H-pyridin-2-one

Refernces

• 1、 Benjahad, Abdellah,Croisy, Martine,Monneret, Claude,Bisagni, Emile,Mabire, Dominique,Coupa, Sophie,Poncelet, Alain,Csoka, Imre,Guillemont, Jér?me,Meyer, Christophe,Andries, Koen,Pauwels, Rudi,De Béthune, Marie-Pierre,Himmel, Daniel M.,Das, Kalyan,Arnold, Eddy,Chi, Hung Nguyen,Grierson, David S.. "4-Benzyl and 4-benzoyl-3-dimethylaminopyridin-2(1H)-ones: In vitro evaluation of new C-3-amino-substituted and C-5,6-alkyl-substituted analogues against clinically important HIV mutant strains". . p. 1948 - 1964. Retrieved 2007/10/03.
• 2、 -. "PYRIDONE DERIVATIVE HAVING AFFINITY FOR CANNABINOID 2-TYPE RECEPTOR". Page/Page column 46-47. . Retrieved 2008/06/13.