6-Acetylpicolinic acid

Base Information

• Chemical Name: 6-Acetylpicolinic acid
• CAS No.: 122637-39-2
• Molecular Formula: C8H7NO3
• Molecular Weight: 165.148
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID10569996
• Nikkaji Number: J2.817.515I
• Wikidata: Q82457280
• Mol file: 122637-39-2.mol

Synonyms:6-Acetylpicolinic acid;122637-39-2;6-acetylpyridine-2-carboxylic acid;6-acetyl-2-pyridinecarboxylic acid;6-acetyl-pyridine-2-carboxylic acid;2-Pyridinecarboxylic acid, 6-acetyl-;SCHEMBL6428673;DTXSID10569996;6-Acetylpyridine-2-carboxylicacid;SMFINMWLJMPOES-UHFFFAOYSA-N;CS-M0926;MFCD09800364;AKOS005073460;AC-9101;MD-0741;A804934;W-205150

Chemical Property of 6-Acetylpicolinic acid

Chemical Property:

• Vapor Pressure: 8.01E-06mmHg at 25°C
• Melting Point: 137℃
• Refractive Index: 1.565
• Boiling Point: 360.4 °C at 760 mmHg
• PKA: 0.65±0.50(Predicted)
• Flash Point: 171.8 °C
• PSA: 67.26000
• Density: 1.303 g/cm³
• LogP: 0.98240
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 165.042593085
• Heavy Atom Count: 12
• Complexity: 203

Purity/Quality:

98%min ^*data from raw suppliers

6-AcetylpicolinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=NC(=CC=C1)C(=O)O
• Uses: Used as pharmaceutical intermediate.

Technology Process of 6-Acetylpicolinic acid

There total 12 articles about 6-Acetylpicolinic 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: 93.0%

6-(2’-methyl-1’,3’-dioxolan-2’-yl)-2-pyridinecarboxylic acid (122637-38-1) → 6-acetylpyridine-2-carboxylic acid (122637-39-2)

Guidance literature:

With hydrogenchloride; for 2h; Heating;

DOI:10.1039/b618258e

Reference yield: 92.0%

ethyl 6-acetylpyridine-2-carboxylate (114578-70-0) → 6-acetylpyridine-2-carboxylic acid (122637-39-2)

Guidance literature:

ethyl 6-acetylpyridine-2-carboxylate; With potassium hydroxide; In ethanol; at 20 ℃; for 2h; Inert atmosphere;

With water; In dichloromethane; pH=Ca. 2; Inert atmosphere;

DOI:10.1039/d0dt02288h

Reference yield:

2,6-bis(methoxycarbonyl)pyridine (5453-67-8) + ethyl acetate (141-78-6) → 6-acetylpyridine-2-carboxylic acid (122637-39-2)

Guidance literature:

2,6-bis(methoxycarbonyl)pyridine; ethyl acetate; With potassium tert-butylate; In toluene; at 0 - 20 ℃; for 2h; Inert atmosphere;

With hydrogenchloride; In water; at 80 ℃; for 2h;

upstream raw materials:

6-acetyl-2-pyridinecarboxaldehyde

6-(2’-methyl-1’,3’-dioxolan-2’-yl)-2-pyridinecarboxylic acid

2‐bromo‐6‐(2‐methyl‐1,3‐dioxolan‐2‐yl)pyridine

1-(6-bromopyridin-2-yl)-ethanone

Downstream raw materials:

6-acetyl-N-(2,6-diethylphenyl)pyridine-2-carboxamide

6-acetyl-N-(2,5-difluorophenyl)pyridine-2-carboxamide

C₂₃H₁₉N₃O₄

C₂₂H₁₆ClN₃O₄

Refernces

• 1、 -. "NEAR-INFRARED-RAY-ABSORBING COMPOSITION, NEAR-INFRARED-RAY CUT FILTER USING SAME, MANUFACTURING METHOD THEREFOR, CAMERA MODULE, AND MANUFACTURING METHOD THEREFOR". Paragraph 0852; 0854; 0855. . Retrieved 2017/01/02.
• 2、 Su, Biyun,Zhao, Jianshe,Zhang, Qunzheng,Qin, Wenlong. "Microwave-promoted syntheses of pyridine carboxamides and tert-carboximides from novel 6-acetylpyridine-2-carboxylic acid". experimental part. p. 4429 - 4440. Retrieved 2010/05/01.