6-Iodonicotinic acid

Base Information

• Chemical Name: 6-Iodonicotinic acid
• CAS No.: 13054-02-9
• Molecular Formula: C6H4INO2
• Molecular Weight: 249.008
• Hs Code.: 2933399990
• DSSTox Substance ID: DTXSID10356040
• Nikkaji Number: J2.563.727E
• Wikidata: Q82135172
• Mol file: 13054-02-9.mol

Synonyms:6-Iodonicotinic acid;13054-02-9;6-iodopyridine-3-carboxylic acid;6-iodo-nicotinic acid;3-Pyridinecarboxylic acid, 6-iodo-;MFCD03426924;6-Iodonicotinicacid;6Iodo-nicotinic acid;SCHEMBL565986;2-iodopyridine-5-carboxylic acid;DTXSID10356040;PCGJGRDGMJRQAJ-UHFFFAOYSA-N;6-iodo-pyridine-3-carboxylic acid;ZB0186;BS-53033;SY310699;FT-0721310;E77902;EN300-384493

Chemical Property of 6-Iodonicotinic acid

Chemical Property:

• Melting Point: 189-190 °C(Solv: water (7732-18-5))
• Boiling Point: 355.2±27.0 °C(Predicted)
• PKA: 3.29±0.10(Predicted)
• PSA: 50.19000
• Density: 2.123±0.06 g/cm3(Predicted)
• LogP: 1.38440
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 248.92868
• Heavy Atom Count: 10
• Complexity: 140

Purity/Quality:

98%, ^*data from raw suppliers

6-Iodo-nicotinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1C(=O)O)I

Technology Process of 6-Iodonicotinic acid

There total 5 articles about 6-Iodonicotinic 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: 100.0%

6-Chloro-3-pyridinecarboxylic acid (5326-23-8) → 6-iodo-nicotinic acid (13054-02-9)

Guidance literature:

With sodium iodide; In butanone; at 110 ℃; for 12h; Inert atmosphere;

DOI:10.1021/op100104z

Reference yield: 51.0%

2,6-dichloropyridine-3-carboxylic acid (38496-18-3) → 6-iodo-nicotinic acid (13054-02-9)

Guidance literature:

With hydrogen iodide; sodium iodide; for 24h; Heating;

DOI:10.1021/jo00356a043

Reference yield:

6-Chloro-3-pyridinecarboxylic acid (5326-23-8) + aqueous NaHSO3 → 6-iodo-nicotinic acid (13054-02-9)

Guidance literature:

With sodium iodide;

upstream raw materials:

6-Chloro-3-pyridinecarboxylic acid

2,6-dichloropyridine-3-carboxylic acid

hydrogen iodide

Downstream raw materials:

BMS-688521

nicotinic acid

C₂₂H₁₈Cl₂N₄O₃

4-({(3S)-4-[(6-iodo-3-pyridinyl)carbonyl]-3-methyl-1-piperazinyl}sulfonyl)-3-methylbenzonitrile

Refernces

• 1、 Zhang, Huiping,Watterson, Scott H.,Xiao, Zili,Dhar, T. G. Murali,Balasubramanian, Balu,Barrish, Joel C.,Chen, Bang-Chi. "A new and efficient synthesis of 6-[(5 S,9 R)-9-(4-Cyanophenyl)-3-(3,5- dichlorophenyl)-1-methyl-2,4-dioxo-1,3,7-triazaspiro[4.4]non-7-yl]nicotinic acid, a potent LFA-1/ICAM inhibitor". body text. p. 936 - 938. Retrieved 2011/03/20.
• 2、 -. "Disubstituted acetylenes bearing heterobicyclic groups and heteroaromatic or phenyl groups having retinoid like activity". Page column 17-18. . Retrieved 2010/01/30.