2,6-Dichloropyrazine

Base Information

• Chemical Name: 2,6-Dichloropyrazine
• CAS No.: 4774-14-5
• Deprecated CAS: 1215876-94-0
• Molecular Formula: C4H2Cl2N2
• Molecular Weight: 148.979
• Hs Code.: 29339990
• European Community (EC) Number: 225-316-8
• UNII: 2NX2PQ9HSL
• DSSTox Substance ID: DTXSID0063602
• Nikkaji Number: J208.429E
• Wikidata: Q72467793
• Mol file: 4774-14-5.mol

Synonyms:Pyrazine, 2,6-dichloro-;

Chemical Property of 2,6-Dichloropyrazine

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 0.867mmHg at 25°C
• Melting Point: 53-56 °C
• Refractive Index: 1.559
• Boiling Point: 187.466 °C at 760 mmHg
• PKA: -3.11±0.10(Predicted)
• Flash Point: 83.8 °C
• PSA: 25.78000
• Density: 1.493 g/cm³
• LogP: 1.78340
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Soluble in ethanol and methanol.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 147.9595035
• Heavy Atom Count: 8
• Complexity: 70.4

Purity/Quality:

99% , ^*data from raw suppliers

2,6-Dichloropyrazine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(N=C(C=N1)Cl)Cl
• Uses: 2,6-Dichloropyrazine is used in the preparation of pyrazine and pyridine compounds as ATR kinase inhibitors. It is also used in the synthesis of oxacalixarenes containing nitrogen heterocycles.

Technology Process of 2,6-Dichloropyrazine

There total 12 articles about 2,6-Dichloropyrazine 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: 87.3%

2-chloropyrazin (14508-49-7) → 2,6-dichloropyrazine (4774-14-5)

Guidance literature:

With pyridine; chlorine; at 110 ℃; for 2h; Reagent/catalyst;

Reference yield: 84.0%

Pyrazin-N.N'-dioxyd (2423-84-9) → 2,6-dichloropyrazine (4774-14-5)

Guidance literature:

With trichlorophosphate; for 6h; Heating;

DOI:10.1002/ejoc.200500280

Reference yield:

3-chloropyrazine 1-oxide (6863-76-9) → 2,5-dichloropyrazine (19745-07-4) + 2,3-dichloropyrazine (4858-85-9) + 2,6-dichloropyrazine (4774-14-5)

Guidance literature:

With trichlorophosphate; for 2h; Yield given. Yields of byproduct given; Heating;

upstream raw materials:

2-chloropyrazin

3-chloropyrazine 1-oxide

Pyrazin-N_.N'-dioxyd

2-chloropyrazine 1-oxide

Downstream raw materials:

dimethyl pyrazine-2,6-dicarboxylate

2-Chloro-6-[2-(3-methoxy-phenyl)-[1,3]dithian-2-yl]-pyrazine

2,6-dichloro-3-pyrazinyl phenylmethanone

pyrazine, 2,6-diethyl-

Refernces

• 1、 Dickschat, Jeroen S.,Reichenbach, Hans,Wagner-Doebler, Irene,Schulz, Stefan. "Novel pyrazines from the myxobacterium Chondromyces crocatus and marine bacteria". . p. 4141 - 4153. Retrieved 2007/10/03.
• 2、 Sato, Nobuhiro. "Studies on Pyrazines. Part 10. Substitution Effect on Reaction of Pyrazine N-Oxides with Phosphoryl chloride". . p. 2860 - 2875. Retrieved 2007/10/02.