N-phenylpyrazine-2-carboxamide

Base Information

• Chemical Name: N-phenylpyrazine-2-carboxamide
• CAS No.: 34067-83-9
• Molecular Formula: C11H9 N3 O
• Molecular Weight: 199.212
• NSC Number: 131185
• UNII: JNB7EV5YWW
• DSSTox Substance ID: DTXSID80187666
• Nikkaji Number: J1.495.659J
• Wikidata: Q83059375
• Mol file: 34067-83-9.mol

Synonyms:Pyrazinecarboxamide,N-phenyl- (9CI); Pyrazinecarboxanilide (7CI,8CI); 2-Pyrazinecarboxanilide; NSC131185

Chemical Property of N-phenylpyrazine-2-carboxamide

Chemical Property:

• Vapor Pressure: 0.00669mmHg at 25°C
• Boiling Point: 270.8°Cat760mmHg
• Flash Point: 117.6°C
• Density: 1.287g/cm³
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 199.074561919
• Heavy Atom Count: 15
• Complexity: 214

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC(=O)C2=NC=CN=C2

Technology Process of N-phenylpyrazine-2-carboxamide

There total 16 articles about N-phenylpyrazine-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: 99.0%

2,3-pyrazinedicarboxylic anhydride (4744-50-7) + aniline (62-53-3) → N-(phenyl)pyrazine-2-carboxamide (34067-83-9)

Guidance literature:

In toluene; for 12h; Inert atmosphere; Reflux;

DOI:10.1021/ol402200x

Reference yield: 90.0%

methyl pyrazine-2-carboxylate (6164-79-0) + aniline (62-53-3) → N-(phenyl)pyrazine-2-carboxamide (34067-83-9)

Guidance literature:

With sodium t-butanolate; In neat (no solvent); at 20 ℃; for 1h; Inert atmosphere; Schlenk technique; Green chemistry;

DOI:10.1039/d1gc00720c

Reference yield: 86.0%

2-pyrazylcarboxylic acid (98-97-5) + aniline (62-53-3) → N-(phenyl)pyrazine-2-carboxamide (34067-83-9)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

DOI:10.1021/ol500464x

upstream raw materials:

aniline

pyrazine-2-carbonyl azide

pyrazinamide

phenyl trimethylsiloxane

Downstream raw materials:

N-(4-bromophenyl)pyrazine-2-carboxamide

N-(4-chlorophenyl)pyrazine-2-carboxamide

N-(2-(trifluoromethyl)phenyl)pyrazine-2-carboxamide

N-(2-morpholinophenyl)pyrazine-2-carboxamide

Refernces

• 1、 Wang, Kai,Hou, Jiahao,Wei, Tingting,Zhang, Changjun,Bai, Renren,Xie, Yuanyuan. "A metal-free picolinamide assisted electrochemical ortho-trifluoromethylation of arylamines". supporting information. . Retrieved 2020/12/21.
• 2、 Barreteau, Fabien,Battilocchio, Claudio,Browne, Duncan L.,Godineau, Edouard,Leitch, Jamie A.,Nicholson, William I.,Payne, Riley,Priestley, Ian. "Direct Amidation of Esters by Ball Milling**". supporting information. p. 21868 - 21874. Retrieved 2021/09/02.