2-Formylisonicotinonitrile

Base Information

• Chemical Name: 2-Formylisonicotinonitrile
• CAS No.: 116308-38-4
• Molecular Formula: C7H4 N2 O
• Molecular Weight: 132.122
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID80563709
• Wikidata: Q72479418
• Mol file: 116308-38-4.mol

Synonyms:2-Formylisonicotinonitrile;116308-38-4;4-Cyanopyridine-2-carboxaldehyde;2-formylpyridine-4-carbonitrile;4-Pyridinecarbonitrile, 2-formyl-;4-Pyridinecarbonitrile,2-formyl-(9CI);4-pyridinecarbonitrile,2-formyl-;2-Formyl-isonicotinonitrile;SCHEMBL481107;4-cyano-2-pyridinecarboxaldehyde;DTXSID80563709;4-cyano-2-pyridine-carboxaldehyde;MKTLVFRYWOEUPJ-UHFFFAOYSA-N;MFCD12546404;AKOS016001497;CS-W019244;FD10588;DS-13682;4-cyanopyridine-2-carboxaldehyde, AldrichCPR;A893589

Chemical Property of 2-Formylisonicotinonitrile

Chemical Property:

• Boiling Point: 201.0±20.0℃ (760 Torr)
• PKA: -0.45±0.10(Predicted)
• Flash Point: 75.4±21.8℃
• PSA: 53.75000
• Density: 1.24±0.1 g/cm3 (20 ºC 760 Torr)
• LogP: 0.76578
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 132.032362755
• Heavy Atom Count: 10
• Complexity: 170

Purity/Quality:

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

2-Formylisonicotinonitrile 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Formylisonicotinonitrile

There total 7 articles about 2-Formylisonicotinonitrile 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%

4-cyano-2-hydroxymethylpyridine (51454-63-8) → 4-Cyano-2-pyridinecarboxaldehyde (116308-38-4)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.583333h;

4-cyano-2-hydroxymethylpyridine; In dichloromethane; at -78 ℃; for 2.08333h;

With triethylamine; In dichloromethane; at -55 - 20 ℃; for 2.25h;

Reference yield:

2-methylpyridine N-oxide (931-19-1) → 4-Cyano-2-pyridinecarboxaldehyde (116308-38-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 40.01 g / 18 h / Ambient temperature

2: ethanol; H₂O / 0.5 h / 48 - 50 °C

3: 96 percent / m-chloroperbenzoic acid / CHCl₃ / 4 h / Ambient temperature

4: 63 percent / Heating

5: 68 percent / aq. H₂SO₄ / tetrahydrofuran / 20 h / Heating

6: 71 percent / DMSO, N,N'-dicyclohexylcarbodiimide, H₃PO₄ / 1.5 h / Ambient temperature

With phosphoric acid; sulfuric acid; dimethyl sulfoxide; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; ethanol; chloroform; water;

DOI:10.1248/cpb.38.2446

Reference yield:

2-methyl-4-cyanopyridine (2214-53-1) → 4-Cyano-2-pyridinecarboxaldehyde (116308-38-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 96 percent / m-chloroperbenzoic acid / CHCl₃ / 4 h / Ambient temperature

2: 63 percent / Heating

3: 68 percent / aq. H₂SO₄ / tetrahydrofuran / 20 h / Heating

4: 71 percent / DMSO, N,N'-dicyclohexylcarbodiimide, H₃PO₄ / 1.5 h / Ambient temperature

With phosphoric acid; sulfuric acid; dimethyl sulfoxide; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; chloroform;

DOI:10.1248/cpb.38.2446

upstream raw materials:

4-cyano-2-hydroxymethylpyridine

2-methylpyridine N-oxide

2-methyl-4-cyanopyridine

4-Cyano-2-picoline-N-oxide

Downstream raw materials:

2-[N-methyl-N-(2-diphenylaminoethyl)amino]ethyl methyl 2,6-di-methyl-4-(4-cyano-2-pyridyl)-1,4-dihydropyridine-3,5-dicarboxylate

2-[3-oxo-3H-isobenzofuran-(1E,Z)-ylidenemethyl]-isonicotinonitrile

2-(1'-hydroxyethyl)-4-acetylpyridine

4-cyano-2-(2-hydroxy)-ethylpyridine

Refernces

• 1、 -. "4-HETEROARYLMETHYL SUBSTITUTED PHTHALAZINONE DERIVATIVES". Page/Page column 65-66. . Retrieved 2008/06/13.
• 2、 Ashimori,Ono,Uchida,Ohtaki,Fukaya,Watanabe,Yokoyama. "Novel 1,4-dihydropyridine calcium antagonists. I. Synthesis and hypotensive activity of 4-(substituted pyridyl)-1,4-dihydropyridine derivatives". . p. 2446 - 2458. Retrieved 2007/10/02.