Dimethyl 3,6-dimethylpyrazine-2,5-dicarboxylate

Base Information

• Chemical Name: Dimethyl 3,6-dimethylpyrazine-2,5-dicarboxylate
• CAS No.: 885-65-4
• Molecular Formula: C10H12N2O4
• DSSTox Substance ID: DTXSID20392217
• Nikkaji Number: J344.778B
• Wikidata: Q82190249
• Mol file: 885-65-4.mol

Synonyms:Dimethyl 3,6-dimethylpyrazine-2,5-dicarboxylate;885-65-4;DTXSID20392217;AKOS022978449;3,6-Dimethylpyrazine-2,5-dicarboxylic acid dimethyl ester;3,6-DIMETHYL-PYRAZINE-2,5-DICARBOXYLIC ACID DIMETHYL ESTER

Chemical Property of Dimethyl 3,6-dimethylpyrazine-2,5-dicarboxylate

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 224.07970687
• Heavy Atom Count: 16
• Complexity: 254

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(N=C(C(=N1)C(=O)OC)C)C(=O)OC

Technology Process of Dimethyl 3,6-dimethylpyrazine-2,5-dicarboxylate

There total 1 articles about Dimethyl 3,6-dimethylpyrazine-2,5-dicarboxylate 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: 15.0%

methanol (67-56-1) + 2,5-dichloro-3,6-dimethylpyrazine (27023-19-4) + carbon monoxide (201230-82-2) → 2-methoxycarbonyl-3,6-dimethylpyrazine (131602-73-8) + dimethyl 3,6-dimethyl-pyrazine-2,5-dicarboxylate (885-65-4)

Guidance literature:

With ethyl azide; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; at 120 ℃; for 16h; under 29420.3 Torr;

DOI:10.1055/s-1990-27055

Reference yield:

dimethyl 3,6-dimethyl-pyrazine-2,5-dicarboxylate (885-65-4) → 2,5-Dimethyl-3,6-bis-((R)-4-phenyl-4,5-dihydro-oxazol-2-yl)-pyrazine

Guidance literature:

Multi-step reaction with 5 steps

1: 82 percent / 1.) 2N NaOH; 2.) conc. HCl / 1.) reflux, 30 min

2: 99 percent / SOCl₂ / 2 h / Heating

3: NEt₃ / CH₂Cl₂ / 16 h / Ambient temperature

4: SOCl₂ / toluene / 1 h / Heating

5: NaOH / methanol / 3.5 h / Heating

With hydrogenchloride; sodium hydroxide; thionyl chloride; triethylamine; In methanol; dichloromethane; toluene;

DOI:10.1002/(SICI)1099-0682(199806)1998:6<771::AID-EJIC771>3.0.CO;2-Y

Reference yield:

dimethyl 3,6-dimethyl-pyrazine-2,5-dicarboxylate (885-65-4) → 3,6-Dimethyl-pyrazine-2,5-dicarboxylic acid bis-[((R)-2-chloro-1-phenyl-ethyl)-amide]

Guidance literature:

Multi-step reaction with 4 steps

1: 82 percent / 1.) 2N NaOH; 2.) conc. HCl / 1.) reflux, 30 min

2: 99 percent / SOCl₂ / 2 h / Heating

3: NEt₃ / CH₂Cl₂ / 16 h / Ambient temperature

4: SOCl₂ / toluene / 1 h / Heating

With hydrogenchloride; sodium hydroxide; thionyl chloride; triethylamine; In dichloromethane; toluene;

DOI:10.1002/(SICI)1099-0682(199806)1998:6<771::AID-EJIC771>3.0.CO;2-Y

upstream raw materials:

methanol

2,5-dichloro-3,6-dimethylpyrazine

carbon monoxide

Refernces