4-Aminonicotinic acid

Base Information

• Chemical Name: 4-Aminonicotinic acid
• CAS No.: 7418-65-7
• Molecular Formula: C6H6N2O2
• Molecular Weight: 138.126
• Hs Code.: 29333990
• European Community (EC) Number: 628-821-5
• NSC Number: 266130
• DSSTox Substance ID: DTXSID00313061
• Nikkaji Number: J81.393A
• Wikidata: Q27137021
• Metabolomics Workbench ID: 65093
• ChEMBL ID: CHEMBL3617320
• Mol file: 7418-65-7.mol

Synonyms:4-aminonicotinic acid;7418-65-7;4-aminopyridine-3-carboxylic acid;4-Amino-nicotinic acid;4-Amino-3-pyridinecarboxylic acid;4-Amino Nicotinic Acid;4-aminonicotinicacid;4-amino-3-carboxypyridine;MFCD00234183;3-PYRIDINECARBOXYLIC ACID, 4-AMINO-;CHEMBL3617320;4-aminonicotinate;NSC266130;SCHEMBL244632;CHEBI:68577;AMY2773;DTXSID00313061;4-Amino-3-pyridine carboxylic acid;BDBM50122001;CL0180;GEO-00182;STL433189;AKOS000267477;AC-1733;CS-W002555;NSC 266130;NSC-266130;PB26016;PS-3347;SB10394;SY005556;A9524;FT-0601315;4-Amino-nicotinic acid, >=97.0% (HPLC);EN300-74247;AF-807/00322021;W-200499;Q27137021;Z1167043563

Chemical Property of 4-Aminonicotinic acid

Chemical Property:

• Appearance/Colour: light yellow crystal
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 307-312 °C
• Refractive Index: 1.649
• Boiling Point: 395.834 °C at 760 mmHg
• PKA: 2.94±0.10(Predicted)
• Flash Point: 193.194 °C
• PSA: 76.21000
• Density: 1.417 g/cm³
• LogP: 0.94320
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Soluble in aqueous acid and base.
• XLogP3: 0.2
• 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:

99% ^*data from raw suppliers

4-Amino-nicotinic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CC(=C1N)C(=O)O
• Description: 4-amino Nicotinic acid is a synthetic intermediate that has been used in various syntheses.
• Uses: 4-Aminonicotinic acid has been used in the preparation of 2-methyl-pyrido-oxazine. It is also used as pharmaceutical intermediate.

Technology Process of 4-Aminonicotinic acid

There total 3 articles about 4-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:

C9H14O3NC6H5 (41276-30-6) → 4-aminonicotinic acid (7418-65-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogen / acetonitrile / 4 h / 45 - 50 °C / 2250.23 - 3000.3 Torr / Autoclave

2.1: dihydrogen peroxide; hydrogen bromide / dichloromethane / 5 h / 40 - 45 °C

3.1: ammonium hydroxide / tetrahydrofuran / 4 h / 40 - 45 °C

3.2: 2 h / 20 - 35 °C

With ammonium hydroxide; hydrogen bromide; hydrogen; dihydrogen peroxide; In tetrahydrofuran; dichloromethane; acetonitrile;

Reference yield:

C9H14O3NC6H5 (41276-30-6) → 4-amino-5-bromonicotinic acid (52834-08-9) + 4-aminonicotinic acid (7418-65-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogen / acetonitrile / 4 h / 45 - 50 °C / 2250.23 - 3000.3 Torr / Autoclave

2.1: dihydrogen peroxide; hydrogen bromide / dichloromethane / 5 h / 40 - 45 °C

2.2: 4 h / 40 - 45 °C

2.3: 2 h / 20 - 35 °C

With hydrogen bromide; hydrogen; dihydrogen peroxide; In dichloromethane; acetonitrile;

Reference yield:

4-piperidone-3-carboxylic acid ethyl ester (67848-59-3) → 4-amino-5-bromonicotinic acid (52834-08-9) + 4-aminonicotinic acid (7418-65-7)

Guidance literature:

4-piperidone-3-carboxylic acid ethyl ester; With hydrogen bromide; dihydrogen peroxide; In dichloromethane; at 40 - 45 ℃; for 5h;

With ammonium hydroxide; In tetrahydrofuran; at 40 - 45 ℃; for 4h;

With water; sodium hydroxide; In tetrahydrofuran; at 20 - 35 ℃; for 2h;

upstream raw materials:

4-piperidone-3-carboxylic acid ethyl ester

C₉H₁₄O₃NC₆H₅

Downstream raw materials:

4-amino-3-ethoxycarbonylpyridine

4-aminopyridine

2-methyl-4H-pyrido[4,3-d][1,3]oxazin-4-one

ethyl 4-amido-(N-[3-phenoxy]phenylacetyl)nicotinate

Refernces