6-Cyanonicotinic acid

Base Information

• Chemical Name: 6-Cyanonicotinic acid
• CAS No.: 70165-31-0
• Molecular Formula: C7H4N2O2
• Molecular Weight: 148.121
• Hs Code.: 29333990
• European Community (EC) Number: 626-716-9
• DSSTox Substance ID: DTXSID30375551
• Wikidata: Q72458667
• Mol file: 70165-31-0.mol

Synonyms:6-Cyanonicotinic acid;70165-31-0;6-Cyanopyridine-3-carboxylic acid;2-cyano-5-carboxypyridine;6-Cyanonicotinicacid;3-PYRIDINECARBOXYLIC ACID, 6-CYANO-;MFCD01318135;3-Pyridinecarboxylicacid, 6-cyano-;6-cyano-nicotinic acid;5-carboxy-2-cyanopyridine;2- cyano-5-carboxypyridine;5-carboxy-2-cyano-pyridine;SCHEMBL65165;6-Cyano-3-pyridylcarboxylic acid;DTXSID30375551;WMHSQCDPPJRWIL-UHFFFAOYSA-N;6-cyano-3-pyridine carboxylic acid;BBL101291;STL555087;AKOS005257828;AB08639;CS-W002760;DS-1631;PS-3631;6-CYANO-3-PYRIDINECARBOXYLIC ACID;6-Cyanopyridine-3-carboxylic acid, 97%;AC-23258;SY004163;A9267;AM20061456;FT-0621099;EN300-67335;J-518673;Z1079167854

Chemical Property of 6-Cyanonicotinic acid

Chemical Property:

• Melting Point: 190-194 °C(lit.)
• Boiling Point: 395.9 °C at 760 mmHg
• PKA: 2.81±0.10(Predicted)
• Flash Point: 193.2 °C
• PSA: 73.98000
• Density: 1.42 g/cm³
• LogP: 0.65148
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Soluble in alcohol.
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 148.027277375
• Heavy Atom Count: 11
• Complexity: 206

Purity/Quality:

99% ^*data from raw suppliers

6-CyanonicotinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1C(=O)O)C#N
• Uses: 6-Cyanonicotinic acid, is used in medicine

Technology Process of 6-Cyanonicotinic acid

There total 2 articles about 6-Cyanonicotinic 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: 76.0%

Nicotinic acid N-oxide (2398-81-4) + sodium cyanide (143-33-9,25596-52-5) → 6-cyanonicotinic acid (70165-31-0)

Guidance literature:

With chloro-trimethyl-silane; triethylamine; In N,N-dimethyl-formamide; at 100 - 110 ℃; for 10h;

Reference yield:

Nicotinic acid N-oxide (2398-81-4) + trimethylsilyl cyanide (7677-24-9) + N,N-Dimethylcarbamoyl chloride (79-44-7) → 6-cyanonicotinic acid (70165-31-0)

Guidance literature:

In dichloromethane; water;

Reference yield: 91.0%

6-cyanonicotinic acid (70165-31-0) + 2-Aminoacetophenone (613-89-8) → C15H11N3O2 (1095824-56-8)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

upstream raw materials:

Nicotinic acid N-oxide

sodium cyanide

trimethylsilyl cyanide

N,N-Dimethylcarbamoyl chloride

Downstream raw materials:

6-cyano-nicotinoyl chloride

tert-butyl 2-(6-cyanonicotinamido)-4-(thiophen-2-yl)phenylcarbamate

5-isocyanatopicolinonitrile

5-(hydroxymethyl)pyridine-2-carbonitrile

Refernces

• 1、 -. "PHARMACEUTICAL COMBINATION". Page 113; 114. . Retrieved 2010/02/04.
• 2、 -. "Phamacologically active 5-carboxy-2-(5-tetrazolyl) pyridines". . . Retrieved 2008/06/13.