3,5-Dichloro-2(1H)-pyrazinone

Base Information

• Chemical Name: 3,5-Dichloro-2(1H)-pyrazinone
• CAS No.: 130879-62-8
• Molecular Formula: C₄H₂Cl₂N₂O
• Molecular Weight: 164.979
• Mol file: 130879-62-8.mol

Synonyms:

Chemical Property of 3,5-Dichloro-2(1H)-pyrazinone

Chemical Property:

• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

3,5-Dichloro-2(1H)-pyrazinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3,5-Dichloro-2(1H)-pyrazinone is a chemical reagent used in the synthesis of pyridines and pyridones for use in further chemical synthesis and structure activity relationships.

Technology Process of 3,5-Dichloro-2(1H)-pyrazinone

There total 1 articles about 3,5-Dichloro-2(1H)-pyrazinone 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:

3,5-dichloro-pyrazin-2-ylamine (873-42-7) → 3,5-dichloropyrazin-2-ol (130879-62-8)

Guidance literature:

With sulfuric acid; acetic acid; sodium nitrite; In water; at 10 - 15 ℃; for 1.75h; Inert atmosphere;

DOI:10.1021/ol4006695

Reference yield: 25.0%

trimethylsilyl diazomethane + 3,5-dichloropyrazin-2-ol (130879-62-8) → 3,5-dichloro-2-methoxypyrazine (1430460-52-8)

Guidance literature:

In tetrahydrofuran; at 0 ℃; for 1.16667h; Inert atmosphere;

DOI:10.1021/ol4006695

upstream raw materials:

3,5-dichloro-pyrazin-2-ylamine

Downstream raw materials:

3,5-dichloro-2-methoxypyrazine

Refernces

A novel and versatile entry to asymmetrically substituted pyrazines

10.1021/jo702656v

The research focuses on the development of a novel and versatile method for the synthesis of asymmetrically substituted pyrazines, which are important heterocyclic compounds found in various natural and synthetic compounds with applications in food flavoring and pharmacology. The key reactants include para-methoxybenzyl-protected 3,5-dichloro-2(1H)-pyrazinones, which undergo a series of reactions involving microwave irradiation to expedite the process. The methodology involves the conversion of intermediate para-methoxybenzyl-protected thiopyrazinones into pyrazines using MeI/I2, allowing for the substitution of chlorine at the C5-position. This approach enables the orthogonal introduction of four substituents into the pyrazine scaffold. The experiments utilized various analytical techniques such as NMR, HRMS, and X-ray crystallography to confirm the structures of the synthesized compounds and assess the yields of the reactions, which were optimized through the application of different reaction conditions and microwave irradiation.

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