2-(Chloromethyl)-3-methylpyrazine

Base Information

• Chemical Name: 2-(Chloromethyl)-3-methylpyrazine
• CAS No.: 81831-67-6
• Molecular Formula: C6H7ClN2
• Molecular Weight: 142.58600
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40510895
• Wikidata: Q82369442
• Mol file: 81831-67-6.mol

Synonyms:2-(Chloromethyl)-3-methylpyrazine;81831-67-6;Pyrazine, 2-(chloromethyl)-3-methyl-;SCHEMBL11323996;DTXSID40510895;AKOS006384064;DS-2832;PB22746;CS-0054770;EN300-343242;P17257;A864496

Chemical Property of 2-(Chloromethyl)-3-methylpyrazine

Chemical Property:

• PSA: 25.78000
• LogP: 1.52380
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 142.0297759
• Heavy Atom Count: 9
• Complexity: 87.1

Purity/Quality:

NLT 98% ^*data from raw suppliers

2-(chloromethyl)-3-methylpyrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=NC=CN=C1CCl

Technology Process of 2-(Chloromethyl)-3-methylpyrazine

There total 4 articles about 2-(Chloromethyl)-3-methylpyrazine 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: 60.0%

2,3-dimethylpyrazine (5910-89-4) → 2-Chloromethyl-3-methylpyrazine (81831-67-6) + 2,3-bis(chloromethyl)pyrazine (51043-75-5)

Guidance literature:

With N-chloro-succinimide; Perbenzoic acid; In tetrachloromethane; for 24h;

DOI:10.1055/s-1984-30930

Reference yield: 41.0%

2,3-dimethyl-1,4-diazine N-oxide (65464-21-3) → 2-chloro-5,6-dimethylpyrazine (59489-32-6) + 2-Chloromethyl-3-methylpyrazine (81831-67-6)

Guidance literature:

With trichlorophosphate; for 0.5h; Heating;

Reference yield:

2,3-dimethylpyrazine (5910-89-4) → 2-Chloromethyl-3-methylpyrazine (81831-67-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 46 percent / 30percent H₂O₂, acetic acid / 16 h / 50 - 60 °C

2: 41 percent / POCl₃ / 0.5 h / Heating

With dihydrogen peroxide; acetic acid; trichlorophosphate;

upstream raw materials:

2,3-dimethylpyrazine

2,3-dimethyl-1,4-diazine N-oxide

Refernces

• 1、 -. "Hederagenin compound H-X with anti-lung cancer effect and preparation method and application thereof". Paragraph 0045; 0046; 0118; 0119. . Retrieved 2020/04/17.
• 2、 Newkome, George R.,Kiefer, Garry E.,Yuan-Jiao Xia,Gupta, Vinod K.. "-Methyl Functionalization of Electron-Poor Heterocycles: Free Radical Chlorination". . p. 676 - 679. Retrieved 2007/10/02.