1-Hexyl-1,2-dihydro-6-hydroxy-4-methyl-2-oxonicotinonitrile

Base Information

• Chemical Name: 1-Hexyl-1,2-dihydro-6-hydroxy-4-methyl-2-oxonicotinonitrile
• CAS No.: 57564-18-8
• Molecular Formula: C13H18 N2 O2
• Molecular Weight: 234.298
• European Community (EC) Number: 260-812-8
• DSSTox Substance ID: DTXSID50973139
• Nikkaji Number: J296.733B
• Wikidata: Q82957006
• Mol file: 57564-18-8.mol

Synonyms:57564-18-8;1-Hexyl-1,2-dihydro-6-hydroxy-4-methyl-2-oxonicotinonitrile;3-Cyano-4-Methyl-6-Hydroxy-N-Hexyl Pyridone;1-hexyl-2-hydroxy-4-methyl-6-oxopyridine-3-carbonitrile;EINECS 260-812-8;SCHEMBL8561106;SCHEMBL9753770;DTXSID50973139;STK908592;AKOS002216047;1-hexyl-2-hydroxy-4-methyl-6-oxo-1,6-dihydropyridine-3-carbonitrile;1-hexyl-6-hydroxy-4-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

Chemical Property of 1-Hexyl-1,2-dihydro-6-hydroxy-4-methyl-2-oxonicotinonitrile

Chemical Property:

• Vapor Pressure: 1.16E-06mmHg at 25°C
• Boiling Point: 360.8°Cat760mmHg
• Flash Point: 172°C
• PSA: 66.02000
• Density: 1.13g/cm³
• LogP: 2.31428
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 234.136827821
• Heavy Atom Count: 17
• Complexity: 412

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCN1C(=O)C=C(C(=C1O)C#N)C

Technology Process of 1-Hexyl-1,2-dihydro-6-hydroxy-4-methyl-2-oxonicotinonitrile

There total 2 articles about 1-Hexyl-1,2-dihydro-6-hydroxy-4-methyl-2-oxonicotinonitrile 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:

ethyl acetoacetate (141-97-9) + N-hexyl-2-cyanoacetylamide (52493-37-5) → 1-hexyl-4-methyl-2,6-dioxo-1,2,3,6-tetrahydro-pyridine-3-carbonitrile (57564-18-8)

Guidance literature:

With piperidine; at 100 ℃; for 20h;

DOI:10.1021/ja020168f

Reference yield:

hexan-1-amine (111-26-2) → 1-hexyl-4-methyl-2,6-dioxo-1,2,3,6-tetrahydro-pyridine-3-carbonitrile (57564-18-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 20 °C

2: piperidine / 20 h / 100 °C

With piperidine;

DOI:10.1021/ja020168f

Reference yield: 84.0%

N,N'-diphenylformamidine (864131-95-3) + 1-hexyl-4-methyl-2,6-dioxo-1,2,3,6-tetrahydro-pyridine-3-carbonitrile (57564-18-8) → 1-hexyl-4-methyl-2,6-dioxo-5-phenyliminomethylene-1,2,5,6-tetrahydropyridine-3-carbonitrile

Guidance literature:

With acetic anhydride; at 80 - 90 ℃; for 0.25h;

DOI:10.1021/ja020168f

upstream raw materials:

ethyl acetoacetate

N-hexyl-2-cyanoacetylamide

hexan-1-amine