2-Cyanoisonicotinic acid

Base Information

• Chemical Name: 2-Cyanoisonicotinic acid
• CAS No.: 161233-97-2
• Molecular Formula: C₇H₄N₂O₂
• Molecular Weight: 148.121
• Hs Code.: 2933399090
• European Community (EC) Number: 813-657-0
• DSSTox Substance ID: DTXSID30376280
• Wikidata: Q72459094
• Mol file: 161233-97-2.mol

Synonyms:2-Cyanoisonicotinic acid;161233-97-2;2-cyanopyridine-4-carboxylic Acid;2-Cyano-4-pyridine carboxylic acid;2-Cyano-4-pyridinecarboxylic acid;2-Cyanoisonicotinicacid;4-PYRIDINECARBOXYLIC ACID, 2-CYANO-;MFCD03411729;2-CYANO-4-PYRIDINE CARBOXYLIC ACID;AMY329;SCHEMBL2226500;DTXSID30376280;MPSVJNPESHZCIB-UHFFFAOYSA-N;2-Cyano- 4-pyridinecarboxylic acid;BCP18492;AKOS006278883;AB14211;CS-W006242;AC-14228;DS-11359;SY013088;C3396;FT-0612089;2-cyano-4-pyridine carboxylic acid, AldrichCPR;EN300-100131;J-509210;F1967-1760;Z1198162090

Chemical Property of 2-Cyanoisonicotinic acid

Chemical Property:

• Vapor Pressure: 5.83E-10mmHg at 25°C
• Melting Point: 335 °C
• Refractive Index: 1.596
• Boiling Point: 478.4 °C at 760 mmHg
• PKA: 2.81±0.10(Predicted)
• Flash Point: 243.1 °C
• PSA: 73.98000
• Density: 1.42 g/cm³
• LogP: 0.65148
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• 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:

98%,99%, ^*data from raw suppliers

2-Cyano-4-pyridinecarboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1C(=O)O)C#N

Technology Process of 2-Cyanoisonicotinic acid

There total 5 articles about 2-Cyanoisonicotinic 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: 97.3%

2-Cyano-4-carbomethoxypyridine (94413-64-6) → 2-cyanopyridine-4-carboxylic acid (161233-97-2)

Guidance literature:

With water; sodium carbonate; In tetrahydrofuran; isopropyl alcohol; at 20 ℃; for 2h; Reagent/catalyst;

Reference yield: 54.2%

copper(l) cyanide + 2-bromoisonicotinic acid (66572-56-3) → 2-cyanopyridine-4-carboxylic acid (161233-97-2)

Guidance literature:

In N,N-dimethyl-formamide; at 120 ℃; for 18h; Inert atmosphere;

Reference yield: 36.0%

sodium cyanide (773837-37-9) + Isonicotinic acid N-oxide (13602-12-5) → 2-cyanopyridine-4-carboxylic acid (161233-97-2)

Guidance literature:

With chloro-trimethyl-silane; triethylamine; In N,N-dimethyl-formamide; at 20 - 110 ℃; for 16h;

DOI:10.1021/jm301247n

upstream raw materials:

sodium cyanide

Isonicotinic acid N-oxide

pyridine-4-carboxylic acid

2-Cyano-4-carbomethoxypyridine

Downstream raw materials:

2-Cyano-4-pyridinecarboxaldehyde

2-Cyano-4-(hydroxymethyl)pyridine

2-aminomethylisonicotinic acid

2-cyanoisonicotinic acid hydrazide

Refernces

• 1、 -. "A 2 - cyano-isonicotinic acid hydrazide 1.5 paratoluene sulfonate synthetic method (by machine translation)". Paragraph 0012; 0013; 0015. . Retrieved 2017/08/26.
• 2、 Yuan, Yunyun,Elbegdorj, Orgil,Chen, Jianyang,Akubathini, Shashidhar K.,Zhang, Feng,Stevens, David L.,Beletskaya, Irina O.,Scoggins, Krista L.,Zhang, Zhenxian,Gerk, Phillip M.,Selley, Dana E.,Akbarali, Hamid I.,Dewey, William L.,Zhang, Yan. "Design, synthesis, and biological evaluation of 17-cyclopropylmethyl-3, 14β-dihydroxy-4,5α-epoxy-6β-[(4′-pyridyl)carboxamido] morphinan derivatives as peripheral selective μ opioid receptor agents". supporting information. p. 10118 - 10129. Retrieved 2013/01/16.