3-Hydroxy-6-methylpicolinic acid

Base Information

• Chemical Name: 3-Hydroxy-6-methylpicolinic acid
• CAS No.: 14162-88-0
• Molecular Formula: C7H7NO3
• Molecular Weight: 153.137
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00488223
• Wikidata: Q82330750
• Mol file: 14162-88-0.mol

Synonyms:3-Hydroxy-6-methylpicolinic acid;14162-88-0;3-hydroxy-6-methylpyridine-2-carboxylic acid;3-Hydroxy-6-Methyl-2-pyridinecarboxylic acid;2-Pyridinecarboxylic acid, 3-hydroxy-6-methyl-;3-Hydroxy-6-methylpicolinicacid;SCHEMBL1759159;DTXSID00488223;UHQXFPODUKYDSK-UHFFFAOYSA-N;AMY18979;MFCD18257481;AKOS016011655;DS-7014;C72632;EN300-108876;A849854;Z1255363761

Chemical Property of 3-Hydroxy-6-methylpicolinic acid

Chemical Property:

• Melting Point: 228 °C (decomp)
• Boiling Point: 414.4±45.0 °C(Predicted)
• PKA: 1.24±0.50(Predicted)
• PSA: 70.42000
• Density: 1.393±0.06 g/cm3(Predicted)
• LogP: 0.79380
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 153.042593085
• Heavy Atom Count: 11
• Complexity: 160

Purity/Quality:

98%min ^*data from raw suppliers

3-Hydroxy-6-methylpicolinicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=C(C=C1)O)C(=O)O

Technology Process of 3-Hydroxy-6-methylpicolinic acid

There total 8 articles about 3-Hydroxy-6-methylpicolinic 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: 54.0%

6-methyl-2-pyridinecarboxylic acid (934-60-1) → 3-hydroxy-6-methyl-2-pyridinecarboxylic acid (14162-88-0)

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:

3-hydroxy-6-methylpicolinonitrile (727736-69-8) → 3-hydroxy-6-methyl-2-pyridinecarboxylic acid (14162-88-0)

Guidance literature:

With water; sodium hydroxide; In ethanol; for 12h; Reflux;

Reference yield:

3-hydroxy-6-methylpyridine N-oxide (24207-00-9) → 3-hydroxy-6-methyl-2-pyridinecarboxylic acid (14162-88-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-Dimethylcarbamoyl chloride / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

2: sodium hydroxide; water / ethanol / 12 h / Reflux

With water; sodium hydroxide; N,N-Dimethylcarbamoyl chloride; In ethanol; dichloromethane;

upstream raw materials:

3-methoxy-6-methyl-pyridine-2-carboxylic acid

3-hydroxy-2-hydroxymethyl-6-methylpyridine

3-methoxy-2-methoxymethyl-6-methyl-pyridine

3-hydroxy-6-methylpyridine N-oxide

Downstream raw materials:

5-Hydroxy-2-methylpyridine

3-hydroxy-2-hydroxymethyl-6-methylpyridine

Refernces

• 1、 -. "Method for synthesizing 3-hydroxy-2-picolinic acid and derivatives thereof". . . Retrieved 2020/12/31.