2-Aminonicotinic acid

Base Information

• Chemical Name: 2-Aminonicotinic acid
• CAS No.: 5345-47-1
• Molecular Formula: C6H6N2O2
• Molecular Weight: 138.126
• Hs Code.: 29333999
• European Community (EC) Number: 226-296-3
• NSC Number: 3049
• DSSTox Substance ID: DTXSID1063801
• Nikkaji Number: J81.008H
• Wikidata: Q27137017
• Pharos Ligand ID: FWDB8C74812L
• Metabolomics Workbench ID: 65089
• ChEMBL ID: CHEMBL3322868
• Mol file: 5345-47-1.mol

Synonyms:2-aminonicotinic acid

Chemical Property of 2-Aminonicotinic acid

Chemical Property:

• Appearance/Colour: Off-white to light yellow crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 295-297 °C (dec.)(lit.)
• Refractive Index: 1.649
• Boiling Point: 342.311 °C at 760 mmHg
• PKA: 2.94±0.10(Predicted)
• Flash Point: 160.824 °C
• PSA: 76.21000
• Density: 1.417 g/cm³
• LogP: 0.94320
• Storage Temp.: Refrigerator
• Solubility.: DMSO
• Water Solubility.: soluble
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 138.042927438
• Heavy Atom Count: 10
• Complexity: 138

Purity/Quality:

98% ^*data from raw suppliers

2-Aminonicotinic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)N)C(=O)O
• Uses: A component of hair dyes. 2-Aminopyridine-3-carboxylic acid can be used as:A ligand to prepare copper(II)-organic coordination compounds.A reactant to prepare pyrido[2′,1′:2,3]imidazo[4,5-c]isoquinolines by reacting with trimethylsilyl cyanide and phthalaldehyde.A reactant to synthesize organo-soluble and thermally stable poly(thiourea-amide-imide) polymers.

Technology Process of 2-Aminonicotinic acid

There total 24 articles about 2-Aminonicotinic 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: 98.2%

2-Aminocarbonylnicotinic acid (5860-70-8) → 2-aminopyridin-3-carboxylic acid (5345-47-1)

Guidance literature:

With bromine; sodium hydroxide; at 5 - 85 ℃; for 2.5h;

Reference yield: 97.0%

(2-amino-3-pyridinyl)methanol (23612-57-9) → 2-aminopyridin-3-carboxylic acid (5345-47-1)

Guidance literature:

With 1-hydroxycyclohexyl phenyl ketone; sodium hydroxide; In 1,2-dimethoxyethane; at 80 ℃; chemoselective reaction; Sealed tube;

DOI:10.1021/acs.orglett.1c02188

Reference yield: 83.5%

2-hydroxycarbamoyl-nicotinic acid (23411-03-2) → 2-aminopyridin-3-carboxylic acid (5345-47-1)

Guidance literature:

In formamide; at 130 - 150 ℃; for 20h;

upstream raw materials:

2-amino-3-pyridinecarbonitrile

N-(2-pyridyl-3-methyl)acetamide

2-benzenesulfonylamino-nicotinic acid

2-chloronicotinic acid

Downstream raw materials:

2-methylpyrido[2,3-d]pyrimidin-4(3H)-one

methyl 2-aminonicotinate

2-(phenylamino)nicotinic acid

2-aminopyridine-3-carboxylic acid ethyl ester