3,5-Dichloro-2-cyanopyridine

Base Information

• Chemical Name: 3,5-Dichloro-2-cyanopyridine
• CAS No.: 85331-33-5
• Molecular Formula: C6H2Cl2N2
• Molecular Weight: 173.001
• Hs Code.: 2933399090
• European Community (EC) Number: 674-558-4
• DSSTox Substance ID: DTXSID90377839
• Wikidata: Q72465887
• ChEMBL ID: CHEMBL4532928
• Mol file: 85331-33-5.mol

Synonyms:85331-33-5;3,5-Dichloro-2-cyanopyridine;3,5-dichloropicolinonitrile;2-Cyano-3,5-dichloropyridine;3,5-dichloropyridine-2-carbonitrile;2-Pyridinecarbonitrile, 3,5-dichloro-;MFCD03788758;SCHEMBL186605;CHEMBL4532928;DTXSID90377839;ATUOLSDAAPMVJJ-UHFFFAOYSA-N;BCP11555;3,5-dichloro-2-pyridinecarbonitrile;BBL101704;STL555500;3,5-dichloro-pyridine-2-carbonitrile;AKOS005254208;AC-9467;AM62360;CS-W003110;DS-0498;PS-3447;SB18375;3,5-Dichloropyridine-2-carbonitrile, 95%;D4059;FT-0614533;FT-0655784;EN300-84252;Q-101259;Z1201622473

Chemical Property of 3,5-Dichloro-2-cyanopyridine

Chemical Property:

• Appearance/Colour: yellow powder
• Vapor Pressure: 0.00627mmHg at 25°C
• Melting Point: 101-103 °C
• Refractive Index: 1.587
• Boiling Point: 271.9 °C at 760 mmHg
• PKA: -4.61±0.10(Predicted)
• Flash Point: 118.2 °C
• PSA: 36.68000
• Density: 1.49 g/cm³
• LogP: 2.26008
• Storage Temp.: Room temperature.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 171.9595035
• Heavy Atom Count: 10
• Complexity: 162

Purity/Quality:

99% ^*data from raw suppliers

3,5-Dichloropicolinonitrile ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC(=C1Cl)C#N)Cl

Technology Process of 3,5-Dichloro-2-cyanopyridine

There total 6 articles about 3,5-Dichloro-2-cyanopyridine 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: 86.1%

potassium cyanide + 2-Fluoro-3,5-dichloropyridine (823-56-3) → 2-Cyano-3,5-dichloropyridine (85331-33-5)

Guidance literature:

With tetrabutylammomium bromide; at 120 - 125 ℃; for 10h; Reagent/catalyst; Temperature;

Reference yield: 68.2%

3,5-dichloro-2-bromopyridine (14482-51-0) + copper(l) cyanide → 2-Cyano-3,5-dichloropyridine (85331-33-5)

Guidance literature:

With 2-methylimidazole; In N,N-dimethyl acetamide; at 105 - 110 ℃; Solvent; Inert atmosphere;

Reference yield: 40.2%

3,5-dicholoropyridine N-oxide (15177-57-8) + trimethylsilyl cyanide (7677-24-9) → 2-Cyano-3,5-dichloropyridine (85331-33-5)

Guidance literature:

With N,N-Dimethylcarbamoyl chloride; In dichloromethane; at 20 ℃; for 48h;

upstream raw materials:

3,5-dicholoropyridine N-oxide

trimethylsilyl cyanide

2,3,5-trichloropyridine

3,5-dichloropyridine

Downstream raw materials:

3,5-dichloropyridine-2-carboxylic acid

3-chloro-5-((4-methoxy-2-methylphenyl)ethynyl)picolinonitrile

Refernces

• 1、 -. "3. 5 - Dichloro -2 - cyano pyridine synthesis method". Paragraph 0031; 0038-0042; 0043; 0048-0052; 0053; 0058; 0059. . Retrieved 2019/01/08.
• 2、 -. "Benzopyranopyrrole and benzopyranopyridine alpha -1 adrenergic compounds". . . Retrieved 2008/06/13.