4-Hydroxy-6-methylnicotinic acid

Base Information

• Chemical Name: 4-Hydroxy-6-methylnicotinic acid
• CAS No.: 67367-33-3
• Molecular Formula: C7H7NO3
• Molecular Weight: 153.137
• Hs Code.: 2933399090
• European Community (EC) Number: 675-033-2,804-816-5
• DSSTox Substance ID: DTXSID50955410
• Nikkaji Number: J120.393B
• Wikidata: Q72494201
• Mol file: 67367-33-3.mol

Synonyms:4-Hydroxy-6-methylnicotinic acid;67367-33-3;33821-58-8;6-Methyl-4-oxo-1,4-dihydropyridine-3-carboxylic acid;4-hydroxy 6-methylnicotinic acid;4-Hydroxy-6-methyl-nicotinic acid;6-methyl-4-oxo-1H-pyridine-3-carboxylic Acid;MFCD04038153;4-hydroxy-6-methyl-3-pyridinecarboxylic acid;3-Pyridinecarboxylic acid, 4-hydroxy-6-methyl-;4-hydroxy-6-methyl-pyridine-3-carboxylic acid;6-METHYL-4(1H)-PYRIDONE-3-CARBOXYLIC ACID;6-methyl-4-hydroxynicotinic acid;4-hydroxy-6-methyl-3-picolinic acid;SCHEMBL191344;DTXSID50955410;AOJLDZLRTUWFFY-UHFFFAOYSA-N;4-hydroxy-6-methyl nicotinic acid;CHEMBRDG-BB 4002882;AMY33328;BCP17538;MFCD08059729;AKOS006280533;AKOS015842393;AB17044;AC-8749;CS-W003138;AS-13102;SY020527;FT-0600354;FT-0648875;4-Hydroxy-2-methyl-5-pyridinecarboxylic acid;6-methyl-4-(1h)-pyridone-3-carboxylic acid;EN300-85853;4-keto-6-methyl-1H-pyridine-3-carboxylic acid;6-methyl-4-hydroxy-3-pyridine carboxylic acid;O11609;A835725;J-515504;J-518897;6-methyl-4-oxo-1,4-dihydro-3-pyridinecarboxylic acid;Z1198163899

Chemical Property of 4-Hydroxy-6-methylnicotinic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 263-265 °C
• Refractive Index: 1.555
• Boiling Point: 311.056 °C at 760 mmHg
• PKA: 0.26±0.10(Predicted)
• Flash Point: 141.922 °C
• PSA: 70.42000
• Density: 1.346 g/cm³
• LogP: 0.79380
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 153.042593085
• Heavy Atom Count: 11
• Complexity: 275

Purity/Quality:

99% ^*data from raw suppliers

4-Hydroxy-6-methylnicotinicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=O)C(=CN1)C(=O)O

Technology Process of 4-Hydroxy-6-methylnicotinic acid

There total 3 articles about 4-Hydroxy-6-methylnicotinic 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: 60.0%

6-methylnicotinic acid (3222-47-7) → 2-hydroxy-6-methylnicotinic acid (38116-61-9) + 4-hydroxy-6-methylnicotinic acid (67367-33-3)

Guidance literature:

With oxygen; potassium acetate; palladium diacetate; C₁₉H₂₄N₂O; p-benzoquinone; In N,N-dimethyl-formamide; at 110 ℃; for 24h; under 760.051 Torr;

DOI:10.1126/science.abg2362

Reference yield:

2-methyl-4-nitropyridine N-oxide (5470-66-6) → 4-hydroxy-6-methylnicotinic acid (67367-33-3)

Guidance literature:

Multi-step reaction with 3 steps

1: iron-powder; acetic acid; aqueous HgCl₂

2: water; sodium nitrite; sulfuric acid / und Erwaermen der Reaktoinsloesung

3: K₂CO₃ / 190 - 200 °C / 33097.9 - 47808 Torr

With sulfuric acid; water; iron; potassium carbonate; acetic acid; mercury dichloride; sodium nitrite;

Reference yield:

2-methyl-isonicotinic acid amide (19354-04-2) → 4-hydroxy-6-methylnicotinic acid (67367-33-3)

Guidance literature:

Multi-step reaction with 3 steps

1: aqueous KOH; bromine

2: water; sodium nitrite; sulfuric acid / und Erwaermen der Reaktoinsloesung

3: K₂CO₃ / 190 - 200 °C / 33097.9 - 47808 Torr

With potassium hydroxide; sulfuric acid; water; bromine; potassium carbonate; sodium nitrite;

upstream raw materials:

2-methyl-isonicotinic acid amide

2-methyl-4-nitropyridine N-oxide

6-methylnicotinic acid

Downstream raw materials:

methyl 4-chloro-6-methylpyridine-3-carboxylate

6-phenoxymethyl-4-vinyl-nicotinic acid methyl ester

4-chloro-6-phenoxymethyl-nicotinic acid methyl ester

2-(4-fluorophenyl)-6-phenoxymethyl-3,4-dihydro-2H-[2,7]-naphthyridin-1-one

Refernces