2-Chloro-6-methoxypyrazine

Base Information

• Chemical Name: 2-Chloro-6-methoxypyrazine
• CAS No.: 33332-30-8
• Molecular Formula: C5H5ClN2O
• Molecular Weight: 144.56
• Hs Code.: 2933990090
• European Community (EC) Number: 863-338-5
• DSSTox Substance ID: DTXSID60452021
• Nikkaji Number: J419.510H
• Wikidata: Q72453392
• Mol file: 33332-30-8.mol

Synonyms:2-Chloro-6-methoxypyrazine;33332-30-8;2-chloro-6-methoxy-pyrazine;PYRAZINE, 2-CHLORO-6-METHOXY-;MFCD06410937;2-Methoxy-6-chloropyrazine;6-METHOXY-2-CHLOROPYRAZINE;SCHEMBL1475109;DTXSID60452021;XWSSFRJLOZQOCX-UHFFFAOYSA-N;BBL103962;STL557772;AKOS000163835;CS-W019039;PB29367;DS-11030;SY031631;AM20070433;FT-0647065;EN300-77620;P10361;A821731;J-508956

Chemical Property of 2-Chloro-6-methoxypyrazine

Chemical Property:

• Vapor Pressure: 1.06mmHg at 25°C
• Refractive Index: 1.52
• Boiling Point: 183.3 °C at 760 mmHg
• PKA: -1.79±0.10(Predicted)
• Flash Point: 64.7 °C
• PSA: 35.01000
• Density: 1.292 g/cm³
• LogP: 1.13860
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 144.0090405
• Heavy Atom Count: 9
• Complexity: 91

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloro-6-methoxypyrazine ^*data from reagent suppliers

Safty Information:

• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CN=CC(=N1)Cl

Technology Process of 2-Chloro-6-methoxypyrazine

There total 5 articles about 2-Chloro-6-methoxypyrazine 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: 66.0%

2,6-dichloropyrazine (4774-14-5) + sodium methylate (124-41-4) → 2,6-dimethoxypyrazine (4774-15-6) + 2-chloro-6-methoxypyrazine (33332-30-8)

Guidance literature:

In methanol; for 3.5h; Reflux;

DOI:10.1016/j.tet.2009.07.065

Reference yield:

3-methoxypyrazine 1-oxide (23902-69-4) → 2-methoxypyrazine (3149-28-8) + 2-chloro-6-methoxypyrazine (33332-30-8) + 2-chloro-3-methoxypyrazine (40155-28-0)

Guidance literature:

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

Reference yield:

2-methoxypyrazine 1-oxide (32046-05-2) → 2-methoxypyrazine (3149-28-8) + 2-chloro-6-methoxypyrazine (33332-30-8) + 2-chloro-3-methoxypyrazine (40155-28-0)

Guidance literature:

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

upstream raw materials:

3-methoxypyrazine 1-oxide

2-methoxypyrazine 1-oxide

2,6-dichloropyrazine

sodium methylate

Downstream raw materials:

(3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-2-(5-chloro-3-methoxy-pyrazin-2-yl)-tetrahydro-furan-2-ol

2-methoxy-6-(4-methoxyphenyl)pyrazine

2-methoxy-6-phenylpyrazine

6-methoxypyrazin-2-ylboronic acid

Refernces

• 1、 Sato, Nobuhiro,Fujii, Megumi. "Studies on Pyrazines. 29. High Regioselective Synthesis of Chloropyrazines from 3-Substituted Pyrazine 1-Oxides". . p. 1177 - 1180. Retrieved 2007/10/02.