Nicotinic acid, 1,6-dihydro-1-methyl-6-oxo-, ethyl ester

Base Information

• Chemical Name: Nicotinic acid, 1,6-dihydro-1-methyl-6-oxo-, ethyl ester
• CAS No.: 10561-91-8
• Molecular Formula: C9H11 N O3
• Molecular Weight: 181.191
• Hs Code.: 2933399090
• NSC Number: 165487
• UNII: OJR41ST6YS
• DSSTox Substance ID: DTXSID50147212
• Wikidata: Q83012438
• Mol file: 10561-91-8.mol

Synonyms:10561-91-8;Ethyl 1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate;ethyl 1-methyl-6-oxopyridine-3-carboxylate;Nicotinic acid, 1,6-dihydro-1-methyl-6-oxo-, ethyl ester;OJR41ST6YS;1-METHYL-6-OXO-1,6-DIHYDROPYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER;NSC-165487;NSC165487;NSC 165487;UNII-OJR41ST6YS;Ethyl1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate;SCHEMBL11308800;DTXSID50147212;3-Pyridinecarboxylicacid, 1,6-dihydro-1-methyl-6-oxo-, ethyl ester;SB52914;3-PYRIDINECARBOXYLIC ACID, 1,6-DIHYDRO-1-METHYL-6-OXO-, ETHYL ESTER

Chemical Property of Nicotinic acid, 1,6-dihydro-1-methyl-6-oxo-, ethyl ester

Chemical Property:

• Vapor Pressure: 0.000345mmHg at 25°C
• Boiling Point: 319.2°C at 760 mmHg
• Flash Point: 146.8°C
• PSA: 48.30000
• Density: 1.186g/cm³
• LogP: 0.56200
• Storage Temp.: 2-8°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 181.07389321
• Heavy Atom Count: 13
• Complexity: 291

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Nicotinic acid, 1,6-dihydro-1-methyl-6-oxo-, ethyl ester

There total 13 articles about Nicotinic acid, 1,6-dihydro-1-methyl-6-oxo-, 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: 62.0%

3-(ethoxycarbonyl)-1-methylpyridin-1-ium iodide (10129-58-5) → ethyl 1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate (10561-91-8)

Guidance literature:

With Eosin Y; caesium carbonate; In tetrahydrofuran; at 25 ℃; for 12h; Irradiation; Green chemistry;

DOI:10.1021/jacs.7b07883

Reference yield:

ethyl 2-methoxypyridine-5-carboxylate (74925-37-4) → 1-methyl-2-pyridone (694-85-9,859803-97-7) + 1-ethyl-2-pyridone (13337-79-6) + methyl 1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate (6375-89-9) + ethyl 1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate (10561-91-8)

Guidance literature:

at 280 ℃; for 30h; Yield given. Further byproducts given. Yields of byproduct given;

DOI:10.1021/jo01310a052

Reference yield:

ethyl 2-methoxypyridine-5-carboxylate (74925-37-4) → 1-methyl-2-pyridone (694-85-9,859803-97-7) + 1-ethyl-2-pyridone (13337-79-6) + ethyl 1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate (10561-91-8) + methyl 1-ethyl-6-oxo-1,6-dihydropyridine-3-carboxylate (74925-38-5)

Guidance literature:

at 280 ℃; for 30h; Yield given. Further byproducts given. Yields of byproduct given;

DOI:10.1021/jo01310a052

upstream raw materials:

1-methyl-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid

ethyl 6-hydroxypyridine-3-carboxylate

methyl iodide

ethyl 2-methoxypyridine-5-carboxylate

Downstream raw materials:

1-methyl-2-pyridone-5-carboxamide

Refernces

• 1、 Jin, Yunhe,Ou, Lunyu,Yang, Haijun,Fu, Hua. "Visible-Light-Mediated Aerobic Oxidation of N-Alkylpyridinium Salts under Organic Photocatalysis". supporting information. p. 14237 - 14243. Retrieved 2017/10/17.
• 2、 Newkome, George R.,Kohli, Dalip K.,Kawato, Toshio. "Pyrolysis of Alkyl 2- or 6-Alkoxynicotinates. An Unexpected Decarbalkoxylation Reaction". . p. 4508 - 4511. Retrieved 2007/10/02.