2-Hydroxynicotinonitrile

Base Information

• Chemical Name: 2-Hydroxynicotinonitrile
• CAS No.: 20577-27-9
• Molecular Formula: C6H4N2O
• Molecular Weight: 120.111
• Hs Code.: 2933399090
• European Community (EC) Number: 690-002-3,804-893-5
• DSSTox Substance ID: DTXSID20942771
• Nikkaji Number: J761.157I
• Wikidata: Q72483548
• ChEMBL ID: CHEMBL2314370
• Mol file: 20577-27-9.mol

Synonyms:3-cyano-2-pyridone

Chemical Property of 2-Hydroxynicotinonitrile

Chemical Property:

• Appearance/Colour: Dark yellow solid
• Vapor Pressure: 3.87E-05mmHg at 25°C
• Melting Point: 90-94 °C
• Refractive Index: 1.571
• Boiling Point: 352.3 °C at 760 mmHg
• PKA: 8.93±0.10(Predicted)
• Flash Point: 166.9 °C
• PSA: 56.65000
• Density: 1.27 g/cm³
• LogP: 0.24658
• Storage Temp.: Keep Cold
• Solubility.: Soluble in dimethyl sulfoxide.
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 120.032362755
• Heavy Atom Count: 9
• Complexity: 241

Purity/Quality:

99% ^*data from raw suppliers

2-Hydroxy-3-cyanopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

Useful:

• Canonical SMILES: C1=CNC(=O)C(=C1)C#N
• Uses: 2-Hydroxy-3-cyanopyridine (cas# 20577-27-9) is a compound useful in organic synthesis.

Technology Process of 2-Hydroxynicotinonitrile

There total 17 articles about 2-Hydroxynicotinonitrile 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%

2-chloro-3-pyridinecarbonitrile (6602-54-6) → 2-hydroxy-3-cyanopyridine (20577-27-9,95907-03-2)

Guidance literature:

With acetic acid; Heating;

DOI:10.1016/j.tetlet.2004.07.022

Reference yield: 100.0%

2-chloro-3-pyridinecarbonitrile (6602-54-6) → pyrid-2-one-3-carbonitrile (20577-27-9,5657-63-6)

Guidance literature:

With acetic acid; for 12h; Reflux;

DOI:10.1016/j.bmc.2015.05.005

Reference yield: 88.0%

Malondialdehyde (542-78-9) + cyanoacetic acid amide (107-91-5) → 2-hydroxy-3-cyanopyridine (20577-27-9,95907-03-2)

Guidance literature:

With acetic acid; In dichloromethane; at 15 ℃; for 5.5h; Reflux;

upstream raw materials:

piperidine

1,3,3-triethoxypropene

cyanoacetic acid amide

3-cyanopyridine N-oxide

Downstream raw materials:

3-cyano-2-hydroxy-5-iodopyridine

2-hydroxy-3-carboxypyridine

3-(aminomethyl)-1-benzylpyridin-2(1H)-one

7-(4-chlorophenyl)-1-methyl-5-oxo-1,6-naphthyridin-1-ium iodide

Refernces

• 1、 -. "Preparation method of 2- novel chloronicotinic acid (by machine translation)". Paragraph 0038-0040. . Retrieved 2020/02/14.
• 2、 Yu, Wensheng,Bulger, Paul G.,Maloney, Kevin M.. "A high-yielding method for the preparation of isoxazolopyridin-3-amine derivatives". . p. 4941 - 4946. Retrieved 2016/10/12.