3-Hydroxypyrazine-2-carboxamide

Base Information

• Chemical Name: 3-Hydroxypyrazine-2-carboxamide
• CAS No.: 55321-99-8
• Molecular Formula: C5H5N3O2
• Molecular Weight: 139.114
• Hs Code.: 29339900
• European Community (EC) Number: 676-589-9
• NSC Number: 163503
• UNII: 5R3A375F7A
• DSSTox Substance ID: DTXSID10203888
• Nikkaji Number: J2.688.932D
• Wikidata: Q72481530
• ChEMBL ID: CHEMBL4167765
• Mol file: 55321-99-8.mol

Synonyms:T 1105;T-1105;T1105 cpd

Chemical Property of 3-Hydroxypyrazine-2-carboxamide

Chemical Property:

• Vapor Pressure: 5.13E-17mmHg at 25°C
• Melting Point: ca 270℃
• Refractive Index: 1.696
• Boiling Point: 640.8 °C at 760 mmHg
• PKA: 10.69±0.40(Predicted)
• Flash Point: 341.3 °C
• PSA: 89.10000
• Density: 1.63 g/cm³
• LogP: -0.01860
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Aqueous Base (Slightly)
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 139.038176411
• Heavy Atom Count: 10
• Complexity: 241

Purity/Quality:

99%min, ^*data from raw suppliers

3,4-Dihydro-3-oxo-2-pyrazinecarboxamide ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C(=O)N1)C(=O)N
• Uses: Apart from biological importance of pyridine-2-carboxamide (picolinamide, pia) as well as of its derivatives such as 3-hydroxypyridine-2-carboxamide (3-OHpia), as ligands they have found their extensive application in coordina- tion chemistry in crystal engineering .

Technology Process of 3-Hydroxypyrazine-2-carboxamide

There total 6 articles about 3-Hydroxypyrazine-2-carboxamide 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: 91.2%

Glyoxal (131543-46-9,107-22-2) + 2-aminopropanediamide (62009-47-6) → 3-hydroxy-2-pyrazinecarboxamide (55321-99-8)

Guidance literature:

With sodium hydroxide; In water; at -10 - 22 ℃; for 4.67h;

Reference yield: 63.0%

Glyoxal (131543-46-9,107-22-2) + 2-aminopropanediamide (62009-47-6) → 3-oxo-3,4-dihydropyrazine-2-carboxamide (55321-99-8)

Guidance literature:

Glyoxal; 2-aminopropanediamide; In water; at 90 ℃; for 3h; Inert atmosphere;

With ammonium hydroxide; dihydrogen peroxide; In water; at 20 ℃; for 1h; pH=7; Inert atmosphere;

DOI:10.1135/cccc2011089

Reference yield:

→ 3-hydroxy-2-pyrazinecarboxamide (55321-99-8)

Guidance literature:

Glyoxal*NaHSO3, Aminomalondiamin, NaOAc, H2O2;

DOI:10.1002/jhet.5570160138

upstream raw materials:

methyl 3-oxo-3,4-dihydropyrazine-2-carboxylate

Glyoxal

2-aminopropanediamide

Glyoxal Bis(sodium bisulfite)

Downstream raw materials:

2-amino-3-hydroxypyrazine

3-oxo-3,4-dihydropyrazine-2-carboxylic acid