1,6-Dihydro-6-oxo-2-pyrazinecarboxylic acid 4-oxide

Base Information

• Chemical Name: 1,6-Dihydro-6-oxo-2-pyrazinecarboxylic acid 4-oxide
• CAS No.: 34597-54-1
• Molecular Formula: C₅H₄N₂O₄
• Molecular Weight: 156.098
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90188164
• Wikidata: Q83059984
• Mol file: 34597-54-1.mol

Synonyms:1,6-dihydro-6-oxo-2-pyrazinecarboxylic acid 4-oxide

Chemical Property of 1,6-Dihydro-6-oxo-2-pyrazinecarboxylic acid 4-oxide

Chemical Property:

• Refractive Index: 1.637
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 95.88000
• Density: 1.65g/cm³
• LogP: -0.08610
• XLogP3: -2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 156.01710661
• Heavy Atom Count: 11
• Complexity: 278

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(NC(=O)C=[N+]1[O-])C(=O)O

Technology Process of 1,6-Dihydro-6-oxo-2-pyrazinecarboxylic acid 4-oxide

There total 4 articles about 1,6-Dihydro-6-oxo-2-pyrazinecarboxylic acid 4-oxide 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: 40.0%

6-hydroxymethyl-2(1H)-pyrazinone 4-oxide (72788-96-6) → 1,6-dihydro-6-oxo-2-pyrazinecarboxylic acid 4-oxide (34597-54-1,77775-35-0)

Guidance literature:

With nickel(IV) oxide; In sodium hydroxide; for 4h; Ambient temperature;

DOI:10.1248/cpb.29.88

Reference yield:

6-chloro-pyrazine-2-carboxylic acid methyl ester (23611-75-8) → 1,6-dihydro-6-oxo-2-pyrazinecarboxylic acid 4-oxide (34597-54-1,77775-35-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 35 percent / m-chloroperbenzoic acid / 1,2-dichloro-ethane / 27.5 h / 65 °C

2: 1.) aq. NaOH; 2.) MeOH / 1.) 75 deg C, 5 h; 2.) reflux, 30 min

With methanol; sodium hydroxide; 3-chloro-benzenecarboperoxoic acid; In 1,2-dichloro-ethane;

DOI:10.1248/cpb.29.88

Reference yield:

methyl 6-chloro-2-pyrazinecarboxylate 4-oxide (77775-33-8) → 6-methoxy-2-pyrazinecarboxylic acid 4-oxide (74416-35-6) + 1,6-dihydro-6-oxo-2-pyrazinecarboxylic acid 4-oxide (34597-54-1,77775-35-0)

Guidance literature:

With methanol; sodium hydroxide; Yield given. Multistep reaction; 1.) 75 deg C, 5 h; 2.) reflux, 30 min;

DOI:10.1248/cpb.29.88

upstream raw materials:

methyl 6-chloro-2-pyrazinecarboxylate 4-oxide

6-hydroxymethyl-2(1H)-pyrazinone 4-oxide

6-chloro-pyrazine-2-carboxylic acid methyl ester

Downstream raw materials:

6-Oxo-4-oxy-1,6-dihydro-pyrazine-2-carboxylic acid methylamide

1-Benzyl-6-oxo-4-oxy-1,6-dihydro-pyrazine-2-carboxylic acid

6-benzyloxy-2-pyrazinecarboxylic acid 4-oxide

1,6-dihydro-1-(4-methylbenzyl)-6-oxo-2-pyrazinecarboxylic acid 4-oxide