2(1H)-Pyridone, 1,5-dimethyl-

Base Information

• Chemical Name: 2(1H)-Pyridone, 1,5-dimethyl-
• CAS No.: 6456-93-5
• Molecular Formula: C7H9NO
• Molecular Weight: 123.155
• DSSTox Substance ID: DTXSID601312280
• Nikkaji Number: J101.111A
• Mol file: 6456-93-5.mol

Synonyms:2(1H)-Pyridone, 1,5-dimethyl-;6456-93-5;1,5-Dimethyl-2(1H)-pyridone;2(1H)-Pyridinone, 1,5-dimethyl-;1,5-dimethyl-1,2-dihydropyridin-2-one;1,5-dimethylpyridin-2-one;1,5-Dimethyl-2-pyridone;1,5-Dimethyl-2-pyridinone;SCHEMBL12063;DTXSID601312280;1,5-Dimethyl-2(1H)-pyridinone #;AKOS016551901

Chemical Property of 2(1H)-Pyridone, 1,5-dimethyl-

Chemical Property:

• Boiling Point: 83 - 84 °C (1.5 mmHg)
• PSA: 22.00000
• LogP: 0.69370
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 123.068413911
• Heavy Atom Count: 9
• Complexity: 191

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2(1H)-Pyridone, 1,5-dimethyl-

There total 6 articles about 2(1H)-Pyridone, 1,5-dimethyl- 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: 99.0%

5-methyl-2-pyridone (1003-68-5) + methyl iodide (74-88-4) → 1,5-dimethylpyridin-2(1H)-one (6456-93-5)

Guidance literature:

5-methyl-2-pyridone; With potassium tert-butylate; In 1,4-dioxane; at 100 ℃; for 2h; Schlenk technique; Inert atmosphere;

methyl iodide; In 1,4-dioxane; at 80 ℃; for 16h; Schlenk technique; Inert atmosphere;

DOI:10.1055/s-0034-1378703

Reference yield:

2-Bromo-5-methylpyridine (3510-66-5) → 1,5-dimethylpyridin-2(1H)-one (6456-93-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium tert-butylate / tert-Amyl alcohol / 40 h / 100 °C / Schlenk technique; Inert atmosphere

1.2: 24 h / 20 °C

2.1: potassium tert-butylate / 1,4-dioxane / 2 h / 100 °C / Schlenk technique; Inert atmosphere

2.2: 16 h / 80 °C / Schlenk technique; Inert atmosphere

With potassium tert-butylate; In 1,4-dioxane; tert-Amyl alcohol;

DOI:10.1055/s-0034-1378703

Reference yield:

5-methyl-pyridin-2-ol (1003-68-5,91914-06-6) + methyl iodide (74-88-4) → 1,5-dimethylpyridin-2(1H)-one (6456-93-5)

Guidance literature:

With potassium hydroxide; ethanol;

DOI:10.1021/jo01141a012

upstream raw materials:

5-methyl-pyridin-2-ol

methyl iodide

Trifluoro-methanesulfonate2-fluoro-1,5-dimethyl-pyridinium;

Trifluoro-methanesulfonate2-chloro-1,5-dimethyl-pyridinium;

Downstream raw materials:

[(4R,5R)-5-(Hydroxy-diphenyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-diphenyl-methanol; compound with 1,5-dimethyl-1H-pyridin-2-one

(1R,6R)-1,6-Bis-(2-chloro-phenyl)-1,6-diphenyl-hexa-2,4-diyne-1,6-diol; compound with 1,5-dimethyl-1H-pyridin-2-one

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

Refernces

• 1、 Wysocki, Jedrzej,Schlepphorst, Christoph,Glorius, Frank. "Asymmetric Homogeneous Hydrogenation of 2-Pyridones". supporting information. p. 1557 - 1562. Retrieved 2015/06/30.
• 2、 Anderson, Wayne K.,Dean, Dennis C.,Endo, Toshiyasu. "Synthesis, Chemistry, and Antineoplastic Activity of α-Halopyridinium Salts: Potential Pyridone Prodrugs of Acylated Vinylogous Carbinolamine Tumor Inhibitors". . p. 1667 - 1675. Retrieved 2007/10/02.