2-Amino-3-chloropyrazine

Base Information

• Chemical Name: 2-Amino-3-chloropyrazine
• CAS No.: 6863-73-6
• Molecular Formula: C4H4ClN3
• Molecular Weight: 129.549
• Hs Code.: 29339900
• European Community (EC) Number: 639-417-3,687-138-0
• NSC Number: 123676
• UNII: 35XHY9F52F
• DSSTox Substance ID: DTXSID50988309
• Nikkaji Number: J81.285D
• Wikidata: Q72434809
• Mol file: 6863-73-6.mol

Synonyms:2-Amino-3-chloropyrazine;3-chloropyrazin-2-amine;6863-73-6;6663-73-6;3-Chloro-2-pyrazinamine;Pyrazinamine, 3-chloro-;3-chloro-pyrazin-2-ylamine;3-Chloro-2-aminopyrazine;3-Chloropyrazin-2-ylamine;MFCD04114305;NSC-123676;2-CHLORO-3-AMINEPYRAZINE;Pyrazine, 2-amino-3-chloro-;NSC123676;3-amino-pyrazinechloride;3-amino-2-chloro-pyrazine;3-chloranylpyrazin-2-amine;SCHEMBL20099;35XHY9F52F;DICETYLPHOSPHATE,SODIUMSALT;DTXSID50988309;2-Amino-3-chloropyrazine, 97%;AEVSSZHXGJAPIE-UHFFFAOYSA-N;BCP23081;(3-CHLOROPYRAZIN-2-YL)AMINE;STK505539;AKOS000321645;AC-3054;CS-W007499;HY-W007499;PB24841;PS-5664;SY003686;AM20070381;BB 0253839;FT-0647238;FT-0647244;EN300-60306;A24738;A836311;Q-103304;W-203469;Z850999212

Chemical Property of 2-Amino-3-chloropyrazine

Chemical Property:

• Vapor Pressure: 0.0248mmHg at 25°C
• Melting Point: 167-171°C
• Refractive Index: 1.617
• Boiling Point: 248.1 °C at 760 mmHg
• PKA: 2.37±0.10(Predicted)
• Flash Point: 103.8 °C
• PSA: 51.80000
• Density: 1.437 g/cm³
• LogP: 1.29340
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 129.0093748
• Heavy Atom Count: 8
• Complexity: 77.7

Purity/Quality:

3-Chloro-2-pyrazinamine ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C(=N1)N)Cl
• Uses: It is employed in the synthesis and tuberculostatic activity of N-pyrazinylthiourea.

Technology Process of 2-Amino-3-chloropyrazine

There total 2 articles about 2-Amino-3-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: 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:

3-aminopyrazine 1-oxide (6863-77-0) → 3-chloropyrazin-2-amine (6863-73-6) + 2-amino-5-chloropyrazine (33332-29-5) + 2-amino-6-chloropyrazine (33332-28-4)

Guidance literature:

With trichlorophosphate; for 2h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Heating;

Reference yield: 93.0%

3-chloropyrazin-2-amine (6863-73-6) + methyl 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (603122-52-7) → methyl 4-(3-aminopyrazin-2-yl)-2-fluorobenzoate

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; In 1,2-dimethoxyethane; water; at 100 ℃; Solvent; Concentration; Inert atmosphere;

upstream raw materials:

3-aminopyrazine 1-oxide

2-Aminopyrazine

Downstream raw materials:

pyrazine-2,3-diamine

2-amino-3-methoxypyrazine

Benzoic acid 2-(8-chloro-imidazo[1,2-a]pyrazin-3-yl)-ethyl ester

8-chloro-2-methyl-imidazo[1,2-a]pyrazine

Refernces

• 1、 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.