2-Amino-5-chloropyrazine

Base Information

• Chemical Name: 2-Amino-5-chloropyrazine
• CAS No.: 33332-29-5
• Molecular Formula: C4H4ClN3
• Molecular Weight: 129.549
• Hs Code.: 29339900
• Mol file: 33332-29-5.mol

Synonyms:Pyrazinamine,5-chloro- (9CI);Pyrazine, 2-amino-5-chloro- (7CI,8CI);(5-Chloropyrazin-2-yl)amine;5-chloropyrazin-2-amine;

Chemical Property of 2-Amino-5-chloropyrazine

Chemical Property:

• Vapor Pressure: 0.004mmHg at 25°C
• Melting Point: 122-128℃
• Refractive Index: 1.618
• Boiling Point: 278.45 °C at 760 mmHg
• PKA: 1.74±0.10(Predicted)
• Flash Point: 122.203 °C
• PSA: 51.80000
• Density: 1.438 g/cm³
• LogP: 1.29340
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-5-chloropyrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Amino-5-chloropyrazine

There total 9 articles about 2-Amino-5-chloropyrazine 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: 80.0%

2-Aminopyrazine (5049-61-6) → 2-amino-5-chloropyrazine (33332-29-5)

Guidance literature:

With N-chloro-N-methoxybenzenesulfonamide; In acetonitrile; at 50 ℃; for 5h;

DOI:10.1002/ejoc.201601226

Reference yield: 57.0%

2-Aminopyrazine (5049-61-6) → 3-chloropyrazin-2-amine (6863-73-6) + 2-amino-5-chloropyrazine (33332-29-5) + 3,5-dichloro-pyrazin-2-ylamine (873-42-7)

Guidance literature:

With N-chloro-succinimide; In acetonitrile; at 20 ℃; for 72h;

DOI:10.1055/s-0039-1690183

Reference yield: 52.0%

pyridinium N-(3'-bromo-5'-chloropyrazin-2'-yl)aminide (475641-50-0) → 2-amino-5-chloropyrazine (33332-29-5) + 3-chloro-pyrido[1',2':2,3]pyrazolo[5,4-b]pyrazine

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; potassium carbonate; In acetonitrile; benzene; at 80 ℃; for 24h;

DOI:10.1055/s-2002-32596

upstream raw materials:

2-Aminopyrazine

3-aminopyrazine 1-oxide

pyridinium N-(3'-bromo-5'-chloropyrazin-2'-yl)aminide

3-amino-6-chloropyrazine-2-carboxylic acid methyl ester

Downstream raw materials:

6-chloro-2-(4'-tolyl)imidazo<1,2-a>pyrazine

6-chloroimidazo<1,2-a>pyrazine

2(R)-(3-chloro-4-methanesulfonylphenyl)-N-(5-chloropyrazin-2-yl)-3-(4-oxocyclohexyl)propionamide

urea

Refernces

• 1、 Hu, Jiao,Zhou, Gang,Tian, Yawei,Zhao, Xiaoming. "Selectfluor-promoted regioselective chlorination/bromination of 2-aminopyridines and 2-aminodiazines using LiCl/LiBr". supporting information. p. 6342 - 6345. Retrieved 2019/07/10.
• 2、 Grima, Josep,Lizano, Enric,Pujol, M. Dolors. "Efficient Halogenation of 2-Aminopyrazine". . p. 2000 - 2003. Retrieved 2019/10/22.