5-Cyano-2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid

Base Information

• Chemical Name: 5-Cyano-2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid
• CAS No.: 101184-51-4
• Molecular Formula: C8H6N2O3
• Molecular Weight: 178.147
• ChEMBL ID: CHEMBL1275952
• DSSTox Substance ID: DTXSID30543218
• Wikidata: Q82420056
• Mol file: 101184-51-4.mol

Synonyms:101184-51-4;5-Cyano-2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid;5-CYANO-2-METHYL-6-OXO-1,6-DIHYDRO-3-PYRIDINECARBOXYLIC ACID;5-Cyano-2-methyl-6-oxonicotinic acid;5-CYANO-2-METHYL-6-OXO-1H-PYRIDINE-3-CARBOXYLIC ACID;SCHEMBL4739455;CHEMBL1275952;SCHEMBL23120406;DTXSID30543218;MNXXXEZREMODQB-UHFFFAOYSA-N;BEA18451;MFCD16556120;AKOS006333908;SB54483;BS-35541;G76463;5-Cyano-6-hydroxy-2-methylnicotinic acid, AldrichCPR;5-Cyano-2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylicacid

Chemical Property of 5-Cyano-2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid

Chemical Property:

• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 178.03784206
• Heavy Atom Count: 13
• Complexity: 395

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C(=O)N1)C#N)C(=O)O

Technology Process of 5-Cyano-2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid

There total 1 articles about 5-Cyano-2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid 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: 67.0%

ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate (134653-70-6,51145-57-4) + cyanoacetic acid amide (107-91-5) → 5-Cyano-2-methyl-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid ethyl ester (52600-52-9) + 5-cyano-2-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxylic acid (101184-51-4)

Guidance literature:

cyanoacetic acid amide; With sodium ethanolate; In ethanol; at 20 ℃; for 0.133333h; Inert atmosphere;

ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate; In ethanol; at 20 ℃;

With acetic acid; In ethanol;

Reference yield: 80.0%

methoxybenzene (100-66-3) + 5-cyano-2-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxylic acid (101184-51-4) → 5-(4-methoxybenzoyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide

Guidance literature:

5-cyano-2-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxylic acid; With phosphorus pentaoxide; methanesulfonic acid; at 60 ℃; for 0.333333h;

methoxybenzene; at 60 ℃; for 2h;

DOI:10.3390/molecules26216583

Reference yield: 58.0%

5-cyano-2-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxylic acid (101184-51-4) + aniline (62-53-3) → 5-cyano-2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid phenylamide (783324-68-5)

Guidance literature:

With trichlorophosphate; In 1,4-dioxane; for 0.5h; Heating;

DOI:10.1023/B:COHC.0000033536.31601.cb

upstream raw materials:

ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate

cyanoacetic acid amide

Downstream raw materials:

1,2-dihydro-6-methyl-2-oxo-3-pyridinecarbonitrile

5-cyano-2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid phenylamide