Nicotinonitrile 1-oxide

Base Information

• Chemical Name: Nicotinonitrile 1-oxide
• CAS No.: 14906-64-0
• Molecular Formula: C6H4N2O
• Molecular Weight: 120.111
• Hs Code.: 2933399090
• European Community (EC) Number: 238-975-1
• NSC Number: 170850
• DSSTox Substance ID: DTXSID10164162
• Nikkaji Number: J68.170I
• Wikidata: Q72459111
• Mol file: 14906-64-0.mol

Synonyms:14906-64-0;3-Cyanopyridine N-oxide;NICOTINONITRILE-1-OXIDE;3-Cyanopyridine-N-oxide;Nicotinonitrile 1-oxide;149060-64-0;1-oxidopyridin-1-ium-3-carbonitrile;3-Cyanopyridine 1-oxide;3-Pyridinecarbonitrile, 1-oxide;3-CyanopyridineN-oxide;3-Pyridinecarbonitrile,1-oxide;NSC 170850;MFCD00129037;3-cyanopyridine-1-oxide;SCHEMBL1338520;N-OXO-3-CYANO PYRIDINE;HEXYLP-METHOXYPHENYLKETONE;WOOVSQCALYYUDO-UHFFFAOYSA-;DTXSID10164162;BCP07196;EINECS 238-975-1;NSC170850;AKOS006229569;NSC-170850;AS-19776;C3416;FT-0615559;FT-0697719;A808839;W-205686;1-oxo-2H-pyridin-1-ium-3-carbonitrile

Chemical Property of Nicotinonitrile 1-oxide

Chemical Property:

• Vapor Pressure: 4.63E-06mmHg at 25°C
• Melting Point: 172-175°C
• Refractive Index: 1.567
• Boiling Point: 382.7 °C at 760 mmHg
• PKA: -0.67±0.10(Predicted)
• Flash Point: 185.3 °C
• PSA: 49.25000
• Density: 1.14 g/cm³
• LogP: 0.98678
• Sensitive.: Hygroscopic
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 120.032362755
• Heavy Atom Count: 9
• Complexity: 137

Purity/Quality:

98%min ^*data from raw suppliers

3-Cyanopyridine N-Oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C[N+](=C1)[O-])C#N
• Uses: 3-Cyanopyridine N-Oxide is a useful synthetic intermediate in the synthesis of Arimoclomol Maleic Acid (A771270); an orally administered drug used to treat amyotrophic lateral sclerosis.

Technology Process of Nicotinonitrile 1-oxide

There total 6 articles about Nicotinonitrile 1-oxide 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: 99.0%

pyridine-3-carbonitrile (100-54-9,121697-66-3,1232169-17-3,68271-95-4) → 3-cyanopyridine N-oxide (14906-64-0)

Guidance literature:

With dihydrogen peroxide; V_xSi_4xO_6.4x; In acetonitrile; at 80 ℃; for 3h;

DOI:10.1002/adsc.200505166

Reference yield: 33.0%

nicotinamide N-oxide (1986-81-8) → 3-cyanopyridine N-oxide (14906-64-0) + 2-hydroxy-N-acetylnicotinamide (101392-31-8)

Guidance literature:

With acetic anhydride; at 140 ℃; for 4h;

Reference yield: 25.0%

nicotinamide N-oxide (1986-81-8) + acetic anhydride (108-24-7) → 3-cyanopyridine N-oxide (14906-64-0) + 2-hydroxy-N-acetylnicotinamide (101392-31-8)

Guidance literature:

at 140 ℃; for 4h;

upstream raw materials:

pyridine-3-carbonitrile

nicotinamide N-oxide

acetic anhydride

4-cyanopyridine N-oxide

Downstream raw materials:

2-phenylethynylpyridine-3-carbonitrile

6-Phenylethynyl-nicotinonitrile

(Z)-3-(N'-hydroxycarbamimidoyl)pyridine N-oxide

6-aminonicotinic acid

Refernces

• 1、 -. "A pyridine nitrogen oxide high-efficient, multi-phase catalytic preparation method". Paragraph 0104; 0108; 0109; 0110. . Retrieved 2017/08/25.
• 2、 Rassadin, Valentin A.,Zimin, Dmitry P.,Raskil'dina, Gulnara Z.,Ivanov, Alexander Yu.,Boyarskiy, Vadim P.,Zlotskii, Semen S.,Kukushkin, Vadim Yu.. "Solvent- and halide-free synthesis of pyridine-2-yl substituted ureas through facile C-H functionalization of pyridine: N -oxides". supporting information. p. 6630 - 6636. Retrieved 2018/03/01.