2-Cyano-3-hydroxypyridine

Base Information

• Chemical Name: 2-Cyano-3-hydroxypyridine
• CAS No.: 932-35-4
• Molecular Formula: C6H4 N2 O
• Molecular Weight: 120.111
• Hs Code.: 2933399090
• European Community (EC) Number: 213-251-8
• DSSTox Substance ID: DTXSID10239324
• Nikkaji Number: J298.515B
• Wikidata: Q72458301
• Mol file: 932-35-4.mol

Synonyms:2-Cyano-3-hydroxypyridine;932-35-4;3-Hydroxypicolinonitrile;3-Hydroxypyridine-2-carbonitrile;2-Pyridinecarbonitrile, 3-hydroxy-;2-cyano-3-pyridinol;EINECS 213-251-8;MFCD01646135;3-Hydroxy-2-cyanopyridine;Hydroxycyanazin;2-Cyano-3-hydroxy pyridine;SCHEMBL304561;3-Hydroxy-2-pyridinecarbonitrile;XTVFTOVNAKNVQK-UHFFFAOYSA-;DTXSID10239324;3-hydroxy-pyridine-2-carbonitrile;BBL102902;STL556711;AKOS005199046;CS-W011210;PB43869;PS-5915;BP-12591;SY031451;C1664;FT-0649637;FT-0651597;3-Hydroxy-2-pyridinecarbonitrile, AldrichCPR;EN300-188548;O11015;A844482;W-100247

Chemical Property of 2-Cyano-3-hydroxypyridine

Chemical Property:

• Vapor Pressure: 5.69E-08mmHg at 25°C
• Melting Point: −4°C(lit.)
• Boiling Point: 429.2°Cat760mmHg
• PKA: 2.58±0.10(Predicted)
• Flash Point: 213.4°C
• PSA: 56.91000
• Density: 1.33g/cm³
• LogP: 0.65888
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Sparingly), Methanol (Slightly)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 120.032362755
• Heavy Atom Count: 9
• Complexity: 137

Purity/Quality:

98% ^*data from raw suppliers

2-Cyano-3-hydroxypyridine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T,Xi,Xn
• Statements: 20/21/22-36/37/38-41-37/38-22
• Safety Statements: 26-36/37/39-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)C#N)O
• Uses: 2-Cyano-3-hydroxypyridine can be used as eIF4A inhibitors.

Technology Process of 2-Cyano-3-hydroxypyridine

There total 15 articles about 2-Cyano-3-hydroxypyridine 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: 93.0%

3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridine-2-carbonitrile (878194-93-5) → 3-hydroxypyridine-2-carbonitrile (932-35-4)

Guidance literature:

With Oxone; sodium hydrogencarbonate; In water; acetone; at 0 - 8 ℃; for 0.333333h;

DOI:10.1055/s-2007-990810

Reference yield: 86.0%

2-Formyl-3-hydroxypyridin (1849-55-4) → 3-hydroxypyridine-2-carbonitrile (932-35-4)

Guidance literature:

With sodium hydrogencarbonate; hydroxylamine-O-sulfonic acid; In diethyl ether; water; for 5h; Ambient temperature;

Reference yield: 80.0%

(E)-3-hydroxy-2-pyridinecarboxylate oxime (114658-07-0) → 3-hydroxypyridine-2-carbonitrile (932-35-4)

Guidance literature:

With thionyl chloride; In pyridine; diethyl ether; for 2h;

upstream raw materials:

3-hydroxypyridine N-oxide

trimethylsilyl cyanide

N,N-Dimethylcarbamoyl chloride

2-Formyl-3-hydroxypyridin

Downstream raw materials:

ethyl 3-aminofuro[3,2-b]pyridine-2-carboxylate

3-hydroxy-4-methoxy-pyridine-2-carboxylic acid

3-hydroxypyridine-2-carboxylic acid

6-bromo-3-hydroxy-pyridine-2-carboxylic acid

Refernces

• 1、 -. "Method for synthesizing 3-hydroxy-2-picolinic acid and derivatives thereof". Paragraph 0044-0045. . Retrieved 2020/12/31.
• 2、 -. "PROCESS FOR THE PREPARATION OF 4-ALKOXY-3-HYDROXYPICOLINIC ACIDS". Page/Page column 17. . Retrieved 2017/09/02.