3-Hydroxy-2-nitrobenzonitrile

Base Information

• Chemical Name: 3-Hydroxy-2-nitrobenzonitrile
• CAS No.: 129298-23-3
• Molecular Formula: C7H4N2O3
• Molecular Weight: 164.12
• Hs Code.: 2926909090
• European Community (EC) Number: 821-147-4
• DSSTox Substance ID: DTXSID10551417
• Wikidata: Q82431071
• Mol file: 129298-23-3.mol

Synonyms:3-hydroxy-2-nitrobenzonitrile;129298-23-3;3-Hydroxy-2-nitro-benzonitrile;2-Nitro-3-hydroxy benzonitrile;Benzonitrile, 3-hydroxy-2-nitro-;Nitro-m-oxybenzonitril;2-nitro-3-hydroxybenzonitrile;F2147-0181;SCHEMBL2402260;DTXSID10551417;JELNXWUZFOQXGZ-UHFFFAOYSA-N;MFCD09834347;AKOS005208240;AS-60837;CS-0097684;D71944;EN300-238625;J-512624;Z1198232962

Chemical Property of 3-Hydroxy-2-nitrobenzonitrile

Chemical Property:

• PSA: 89.84000
• LogP: 1.69528
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 164.02219199
• Heavy Atom Count: 12
• Complexity: 227

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)O)[N+](=O)[O-])C#N

Technology Process of 3-Hydroxy-2-nitrobenzonitrile

There total 4 articles about 3-Hydroxy-2-nitrobenzonitrile 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: 25.0%

m-cyanophenol (873-62-1) → 3-hydroxy-2-nitrobenzonitrile (129298-23-3)

Guidance literature:

With sodium nitrate; sulfuric acid; sodium nitrite; In dichloromethane; water; at 0 ℃; for 16h;

Reference yield: 23.0%

m-cyanophenol (873-62-1) → 3-hydroxy-4-nitrobenzonitrile (18495-15-3) + 5-hydroxy-2-nitrobenzenecarbonitrile (13589-74-7) + 3-hydroxy-2-nitrobenzonitrile (129298-23-3)

Guidance literature:

With nitric acid; acetic acid; at 30 - 35 ℃; for 2h;

DOI:10.1039/d1ob00235j

Reference yield: 22.0%

m-cyanophenol (873-62-1) → 3-hydroxy-4-nitrobenzonitrile (18495-15-3) + 3-hydroxy-2-nitrobenzonitrile (129298-23-3)

Guidance literature:

With sodium nitrate; sulfuric acid; sodium nitrite; In dichloromethane; at 25 ℃; for 16h;

DOI:10.1021/jm034248l

upstream raw materials:

m-cyanophenol

Downstream raw materials:

C₂₃H₂₂F₄N₂O₂

5-(3-(4-cyanobenzo[d]oxazol-2-yl)-4-methoxyphenyl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylsulfonamido)benzofuran-3-carboxamide

2-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzo[d]oxazole-4-carbonitrile

2-(5-bromo-2-methoxyphenyl)benzo[d]oxazole-4-carbonitrile

Refernces

• 1、 Pti?ek, Lucija,Hok, Lucija,Grb?i?, Petra,Topi?, Filip,Cetina, Mario,Rissanen, Kari,Paveli?, Sandra Kraljevi?,Vianello, Robert,Racané, Livio. "Amidino substituted 2-aminophenols: biologically important building blocks for the amidino-functionalization of 2-substituted benzoxazoles". supporting information. p. 2784 - 2793. Retrieved 2021/04/07.
• 2、 Betageri, Raj,Gilmore, Thomas,Kuzmich, Daniel,Kirrane, Thomas M.,Bentzien, J?rg,Wiedenmayer, Dieter,Bekkali, Younes,Regan, John,Berry, Angela,Latli, Bachir,Kukulka, Alison J.,Fadra, Tazmeen N.,Nelson, Richard M.,Goldrick, Susan,Zuvela-Jelaska, Ljiljana,Souza, Don,Pelletier, Josephine,Dinallo, Roger,Panzenbeck, Mark,Torcellini, Carol,Lee, Heewon,Pack, Edward,Harcken, Christian,Nabozny, Gerald,Thomson, David S.. "Non-steroidal dissociated glucocorticoid agonists: Indoles as A-ring mimetics and function-regulating pharmacophores". scheme or table. p. 6842 - 6851. Retrieved 2011/12/22.