2-Chloro-5-phenylpyrazine

Base Information

• Chemical Name: 2-Chloro-5-phenylpyrazine
• CAS No.: 25844-73-9
• Molecular Formula: C10H7 Cl N2
• Molecular Weight: 190.632
• Hs Code.: 2933990090
• European Community (EC) Number: 842-634-8
• DSSTox Substance ID: DTXSID60361245
• Nikkaji Number: J1.175.396E
• Wikidata: Q82143492
• Mol file: 25844-73-9.mol

Synonyms:2-chloro-5-phenylpyrazine;25844-73-9;2-Chloro-5-phenyl-pyrazine;MFCD03268585;2-chloro-5--phenylpyrazine;SCHEMBL3633100;DTXSID60361245;BBL101037;STL554831;AKOS005255996;2-Chloro-5-phenylpyrazine, AldrichCPR;AT31228;MS-20135;FT-0684567;EN300-221240;AC-907/34107025;Z1198161763

Chemical Property of 2-Chloro-5-phenylpyrazine

Chemical Property:

• Vapor Pressure: 0.00248mmHg at 25°C
• Refractive Index: 1.593
• Boiling Point: 296.8°Cat760mmHg
• Flash Point: 161.4°C
• PSA: 25.78000
• Density: 1.245g/cm³
• LogP: 2.79700
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 190.0297759
• Heavy Atom Count: 13
• Complexity: 157

Purity/Quality:

NLT 98% ^*data from raw suppliers

2-chloro-5-phenylpyrazine ^*data from reagent suppliers

Safty Information:

• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CN=C(C=N2)Cl

Technology Process of 2-Chloro-5-phenylpyrazine

There total 11 articles about 2-Chloro-5-phenylpyrazine 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: 82.0%

2-hydroxy-5-phenylpyrazine (25844-72-8) → 2-Chloro-5-phenyl-pyrazine (25844-73-9)

Guidance literature:

With P,P-dichlorophenylphosphine oxide; at 100 ℃; for 4h;

Reference yield:

6-phenyl-3(2H)-pyridazinone (25844-72-8) → 2-Chloro-5-phenyl-pyrazine (25844-73-9)

Guidance literature:

With sulfuric acid; trichlorophosphate;

Reference yield:

phenylglyoxal hydrate (1074-12-0) → 2-Chloro-5-phenyl-pyrazine (25844-73-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 34 percent / KOH / ethanol / 5 h / Heating

2: 76 percent / 90percent H₂O₂, maleic anhydride / CH₂Cl₂ / 1) r.t., overnight, 2) reflux, 2 h

3: 1 h / Heating

4: 10percent KOH / methanol / 1 h / Heating

5: POCl₃, PCl₅ / 1 h / 160 °C

With maleic anhydride; potassium hydroxide; phosphorus pentachloride; dihydrogen peroxide; trichlorophosphate; In methanol; ethanol; dichloromethane;

upstream raw materials:

2-hydroxy-5-phenylpyrazine

2-phenylpyrazine N⁽¹⁾-oxide

2-phenylpyrazine 4-oxide

2-chloro-5-phenylpyrazine-1-oxide

Downstream raw materials:

dimethyl-(5-phenyl-pyrazin-2-yl)-amine

2-hydroxy-5-phenylpyrazine

methyl-(5-phenyl-pyrazin-2-yl)-malonic acid diethyl ester

6-chloro-5-(5-phenylpyrazin-2-yl)-1H-indole-3-carbaldehyde

Refernces

• 1、 Sato, Nobuhiro,Narita, Nobuhiko. "Studies on pyrazines. 35 [1]. An improved synthesis of bromopyrazines from hydroxypyrazines". . p. 783 - 786. Retrieved 2007/10/03.
• 2、 -. "Novel (substituted phenyl)-1,2,4-triazolo (4,3-A)pyrazines and novel 2-hydrazino-(substituted phenyl)pyrazine intermediates". . . Retrieved 2008/06/13.