4-Chloro-3-cyanopyridine

Base Information

• Chemical Name: 4-Chloro-3-cyanopyridine
• CAS No.: 89284-61-7
• Molecular Formula: C6H3 Cl N2
• Molecular Weight: 138.556
• Hs Code.: 2933399090
• European Community (EC) Number: 801-726-8
• DSSTox Substance ID: DTXSID90539930
• Nikkaji Number: J2.121.244J
• Wikidata: Q72518002
• Mol file: 89284-61-7.mol

Synonyms:4-Chloronicotinonitrile;4-chloro-3-cyanopyridine;89284-61-7;4-chloropyridine-3-carbonitrile;4-chloro-nicotinonitrile;MFCD08234759;4-CHLORO-3-PYRIDINECARBONITRILE;3-Pyridinecarbonitrile, 4-chloro-;SCHEMBL328913;DTXSID90539930;QBKPXDUZFDINDV-UHFFFAOYSA-N;BCP22072;AKOS005199082;AB43637;CS-W018972;GS-6690;AC-23017;SY109553;AM20070017;A11811;EN300-105717;4-Chloro-nicotinonitrile;J-514998;Z1198176516

Chemical Property of 4-Chloro-3-cyanopyridine

Chemical Property:

• Melting Point: 86 °C
• Boiling Point: 243.552 °C at 760 mmHg
• PKA: 1.11±0.10(Predicted)
• Flash Point: 101.097 °C
• PSA: 36.68000
• Density: 1.331 g/cm³
• LogP: 1.60668
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 137.9984758
• Heavy Atom Count: 9
• Complexity: 137

Purity/Quality:

97% ^*data from raw suppliers

4-Chloro-3-pyridinecarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CC(=C1Cl)C#N
• Uses: 4-Chloro-3-cyanopyridine is used in the preparation of heteroaryl urea inhibitors. 4-Chloro-3-pyridinecarbonitrile is used in the preparation of heteroaryl urea inhibitors.

Technology Process of 4-Chloro-3-cyanopyridine

There total 3 articles about 4-Chloro-3-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: 37.0%

pyridine-3-carbonitrile (100-54-9,121697-66-3,1232169-17-3,68271-95-4) → 2-chloro-3-pyridinecarbonitrile (6602-54-6) + 4-chloro-nicotinonitrile (89284-61-7)

Guidance literature:

pyridine-3-carbonitrile; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; at -80 ℃; for 0.75h;

With hexachloroethane; In tetrahydrofuran; at -80 ℃; for 0.75h;

DOI:10.1016/j.tetlet.2004.11.021

Reference yield:

3-cyanopyridine N-oxide (14906-64-0) → 6-chloronicotinonitrile (33252-28-7) + 2-chloro-3-pyridinecarbonitrile (6602-54-6) + 4-chloro-nicotinonitrile (89284-61-7)

Guidance literature:

With trichlorophosphate; at 110 ℃; for 2h; Yield given. Yields of byproduct given;

Reference yield:

nicotinamide N-oxide (1986-81-8) → 6-chloronicotinonitrile (33252-28-7) + 2-chloro-3-pyridinecarbonitrile (6602-54-6) + 4-chloro-nicotinonitrile (89284-61-7)

Guidance literature:

With trichlorophosphate; for 3.5h; Yield given. Yields of byproduct given; Heating;

upstream raw materials:

3-cyanopyridine N-oxide

nicotinamide N-oxide

pyridine-3-carbonitrile

Downstream raw materials:

1-(4-chloropyridin-3-yl)ethanone

3-Amino-2-carboxamidothieno<2,3-c>pyridine

3-Amino-2-carbomethoxythieno<3,2-c>pyridine

4-(phenylethynyl)pyridine-3-carbonitrile