2,6-DIMETHYL-NICOTINIC ACID ETHYL ESTER

Base Information

• Chemical Name: 2,6-DIMETHYL-NICOTINIC ACID ETHYL ESTER
• CAS No.: 1721-13-7
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.219
• Hs Code.: 2933399090
• Mol file: 1721-13-7.mol

Synonyms:Nicotinicacid, 2,6-dimethyl-, ethyl ester (6CI,7CI,8CI);Nicotinic acid, 2,6-dimethyl-,ethyl esters (5CI);3-Ethoxycarbonyl-2,6-dimethylpyridine;Ethyl2,6-dimethylnicotinate;NSC 521052;

Chemical Property of 2,6-DIMETHYL-NICOTINIC ACID ETHYL ESTER

Chemical Property:

• Vapor Pressure: 0.0578mmHg at 25°C
• Refractive Index: 1.506
• Boiling Point: 232.8 °C at 760 mmHg
• PKA: 4.74±0.10(Predicted)
• Flash Point: 94.6 °C
• PSA: 39.19000
• Density: 1.056 g/cm³
• LogP: 1.87510
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

2,6-Dimethyl-nicotinicacidethylester 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,6-DIMETHYL-NICOTINIC ACID ETHYL ESTER

There total 32 articles about 2,6-DIMETHYL-NICOTINIC ACID ETHYL ESTER 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: 100.0%

(4E)-2-amino-3-ethoxycarbonylhepta-2,4-dien-6-one (480453-20-1) → ethyl 2,6-dimethylnicotinate (1721-13-7)

Guidance literature:

With acetic acid; In toluene; at 50 ℃; for 6h;

DOI:10.1055/s-2001-15140

Reference yield: 95.0%

ethyl 4-chloro-2,6-dimethylnicotinate (70271-80-6) → ethyl 2,6-dimethylnicotinate (1721-13-7) + 2,6,2',6'-Tetramethyl-[4,4']bipyridinyl-3,3'-dicarboxylic acid diethyl ester (87389-97-7)

Guidance literature:

With formic acid; triethylamine; palladium on activated charcoal; below 85 deg C, reflux at 95 deg C, 6 days;

DOI:10.1016/S0040-4020(01)91918-0

Reference yield: 90.0%

4-trimethylsilyl-3-butyn-2-one (5930-98-3) + ethyl acetoacetate (141-97-9) → ethyl 2,6-dimethylnicotinate (1721-13-7)

Guidance literature:

With ammonium acetate; In ethanol; for 24h; Heating;

DOI:10.1021/jo048106q

upstream raw materials:

ethyl 4-chloro-2,6-dimethylnicotinate

(2Z,3E)-ethyl 2-(1-aminoethylidene)-5-oxohex-3-enoate

2-acetyl-5-oxohexanoic acid ethyl ester

diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

Downstream raw materials:

(2,6-dimethylpyridin-3-yl)methanamine

2,3,6-trimethylpyridine

2,6-dimethylpyridine

2,6-dimethylpyridine-3-carboxylic acid

Refernces

• 1、 Alabugin, Igor V.,Belyakova, Yulia Yu.,Korlyukov, Alexander A.,Krivoshchapov, Nikolai V.,Medvedev, Michael G.,Novikov, Roman A.,Radulov, Peter S.,Terentev, Alexander O.,Yaremenko, Ivan A.. "Marriage of Peroxides and Nitrogen Heterocycles: Selective Three-Component Assembly, Peroxide-Preserving Rearrangement, and Stereoelectronic Source of Unusual Stability of Bridged Azaozonides". . p. 6634 - 6648. Retrieved 2021.
• 2、 Hirai, Sho,Horikawa, Yurie,Asahara, Haruyasu,Nishiwaki, Nagatoshi. "Tailor-made synthesis of fully alkylated/arylated nicotinates by FeCl3-mediated condensation of enamino esters with enones". supporting information. p. 2390 - 2393. Retrieved 2017/02/23.
• 3、 Bagley, Mark C.,Fusillo, Vincenzo,Jenkins, Robert L.,Lubinu, M. Caterina,Mason, Christopher. "Continuous flow processing from microreactors to mesoscale: The Bohlmann-Rahtz cyclodehydration reaction". experimental part. p. 2245 - 2251. Retrieved 2010/07/03.