Ethyl 3-methylisonicotinate

Base Information

• Chemical Name: Ethyl 3-methylisonicotinate
• CAS No.: 58997-11-8
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.192
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID40376716
• Wikidata: Q72496603
• Mol file: 58997-11-8.mol

Synonyms:Ethyl 3-methylisonicotinate;58997-11-8;3-Methylisonicotinic acid ethyl ester;Ethyl 3-methylpyridine-4-carboxylate;3-METHYLPYRIDINE-4-CARBOXYLIC ACID ETHYL ESTER;Ethyl3-methylisonicotinate;SCHEMBL277304;DTXSID40376716;AKOS006294823;SB52600;BB 0220569;CS-0326915;FT-0646358;J-512911

Chemical Property of Ethyl 3-methylisonicotinate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.5000
• Boiling Point: 239.5 °C at 760 mmHg
• Flash Point: 98.6 °C
• PSA: 39.19000
• Density: 1.077 g/cm³
• LogP: 1.56670
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 159

Purity/Quality:

98%Min ^*data from raw suppliers

Ethyl3-methylisonicotinate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 3-methylisonicotinate

There total 7 articles about Ethyl 3-methylisonicotinate 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: 83.02%

3-methyl-isonicotinic acid (4021-12-9) + ethanol (64-17-5) → 3-methylisonicotinic acid ethyl ester (58997-11-8)

Guidance literature:

With sulfuric acid; at 90 ℃; for 16h;

Reference yield: 42.0%

3-methyl-isonicotinic acid (4021-12-9) → 3-methylisonicotinic acid ethyl ester (58997-11-8)

Guidance literature:

With hydrogenchloride; In water;

Reference yield:

3,4-Lutidin (583-58-4) → 3-methylisonicotinic acid ethyl ester (58997-11-8)

Guidance literature:

Multi-step reaction with 2 steps

1: selenium dioxide / diphenyl ether / 1.) 155 deg C, 0.5 h , 2.) 185 deg C, 0.5 h

2: 62 percent / hydrogen chloride (gas) / 4 h / Heating

With hydrogenchloride; selenium(IV) oxide; In diphenylether;

upstream raw materials:

3-methyl-isonicotinic acid

ethanol

3-Methylpyridine

chloroformic acid ethyl ester

Downstream raw materials:

3-methylisonicotinohydrazide

ethyl 3-chloromethylpyridine-4-carboxylate

ethyl 3-bromomethylpyridine-4-carboxylate

4-hydroxymethyl-3-methylpyridine

Refernces

• 1、 -. "NITROGEN-CONTAINING HETEROCYCLIC COMPOUNDS AND BENAMIDE COMPOUNDS AND DRUGS CONTAINING THE SAME". Example 104. . Retrieved 2010/01/31.
• 2、 Clarke, Kenneth,Goulding, John,Scrowston, Richard M.. "Preparation of some Thiopyranopyridine Derivatives". . p. 1501 - 1505. Retrieved 2007/10/02.