2,6-Dichloropyridine-3,5-dicarbonitrile

Base Information

• Chemical Name: 2,6-Dichloropyridine-3,5-dicarbonitrile
• CAS No.: 151229-84-4
• Molecular Formula: C7HCl2N3
• Molecular Weight: 198.011
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID30357317
• Nikkaji Number: J1.991.526C
• Wikidata: Q82137195
• ChEMBL ID: CHEMBL4532811
• Mol file: 151229-84-4.mol

Synonyms:2,6-dichloropyridine-3,5-dicarbonitrile;151229-84-4;3,5-Pyridinedicarbonitrile, 2,6-dichloro-;2,6-dichloro-3,5-pyridinedicarbonitrile;SCHEMBL566209;CHEMBL4532811;JWVLIQKMDXWUFT-UHFFFAOYSA-;DTXSID30357317;JWVLIQKMDXWUFT-UHFFFAOYSA-N;SB53660;AS-50037;CS-0173578;O10629;AP-427/40954606;InChI=1/C7HCl2N3/c8-6-4(2-10)1-5(3-11)7(9)12-6/h1H

Chemical Property of 2,6-Dichloropyridine-3,5-dicarbonitrile

Chemical Property:

• Boiling Point: 321.7±37.0 °C(Predicted)
• PKA: -9.04±0.10(Predicted)
• PSA: 60.47000
• Density: 1.58±0.1 g/cm3(Predicted)
• LogP: 2.13176
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 196.9547524
• Heavy Atom Count: 12
• Complexity: 234

Purity/Quality:

95+% ^*data from raw suppliers

2,6-Dichloropyridine-3,5-dicarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=NC(=C1C#N)Cl)Cl)C#N

Technology Process of 2,6-Dichloropyridine-3,5-dicarbonitrile

There total 2 articles about 2,6-Dichloropyridine-3,5-dicarbonitrile 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: 96.0%

2-amino-6-chloropyridine-3,5-dicarbonitrile (51768-01-5) → 2,6-dichloropyridine-3,5-dicarbonitrile (151229-84-4)

Guidance literature:

With copper dichloride; isopentyl nitrite; In acetonitrile; at 65 ℃; for 5h;

DOI:10.1016/j.tet.2003.11.021

Reference yield:

H-TCNP (32019-26-4) → 2,6-dichloropyridine-3,5-dicarbonitrile (151229-84-4)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl (gas), acetic acid / 4 h / 80 °C

2: pyridine*HCl, sodium nitrite, conc. sulfuric acid / acetic acid / a) RT, 2 h, b) 50 deg C, 1 h

With hydrogenchloride; sulfuric acid; pyridine hydrochloride; acetic acid; sodium nitrite; In acetic acid;

DOI:10.1080/00397919308012595

Reference yield: 94.0%

p-toluidine (106-49-0,12221-03-3) + 2,6-dichloropyridine-3,5-dicarbonitrile (151229-84-4) → 2,6-bis(4-methylphenylamino)-3,5-dicyanopyridine (151229-86-6)

Guidance literature:

With 1-ethyl-piperidine; 1-methyl-pyrrolidin-2-one; at 120 ℃; for 2h;

DOI:10.1080/00397919308012595

upstream raw materials:

2-amino-6-chloropyridine-3,5-dicarbonitrile

H-TCNP

Downstream raw materials:

2,6-bis(4-methylphenylamino)-3,5-dicyanopyridine

diethyl 3,5-bis(phenyliminomethyleneamino)dithieno[3',2'-e:2,3-b]pyridine-2,6-dicarboxylate

diethyl 3,5-bis(4-methylphenyliminomethyleneamino)dithieno[3',2'-e:2,3-b]pyridine-2,6-dicarboxylate

diethyl 3,5-bis(4-chlorophenyliminomethyleneamino)dithieno[3',2'-e:2,3-b]pyridine-2,6-dicarboxylate

Refernces

• 1、 Vázquez Vilarelle, David,Peinador Veira, Carlos,Quintela López, José M.. "Synthesis of pyrido and pyrazinodithienodipyrimidine-4,8(3H,9H)-dione derivatives by the aza-Wittig methodology". . p. 275 - 283. Retrieved 2007/10/03.