N-(2-chlorophenyl)pyridine-3-carboxamide

Base Information

• Chemical Name: N-(2-chlorophenyl)pyridine-3-carboxamide
• CAS No.: 75075-31-9
• Molecular Formula: C12H9ClN2O
• Molecular Weight: 232.669
• NSC Number: 131167
• DSSTox Substance ID: DTXSID50299528
• Nikkaji Number: J1.250.359H
• Wikidata: Q82041986

Synonyms:N-(2-chlorophenyl)pyridine-3-carboxamide;n-(2-chlorophenyl)nicotinamide;75075-31-9;NSC131167;BAS 03585825;N-(2-Chlorophenyl)-3-pyridinecarboxamide;Oprea1_007996;DTXSID50299528;MFCD00227535;STK025612;AKOS000673494;MS-1393;NSC-131167;CS-0362100

Chemical Property of N-(2-chlorophenyl)pyridine-3-carboxamide

Chemical Property:

• Vapor Pressure: 0.00202mmHg at 25°C
• Boiling Point: 290.8°Cat760mmHg
• Flash Point: 129.7°C
• Density: 1.341g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 232.0403406
• Heavy Atom Count: 16
• Complexity: 247

Purity/Quality:

99% ^*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=CN=CC=C2)Cl

Technology Process of N-(2-chlorophenyl)pyridine-3-carboxamide

There total 2 articles about N-(2-chlorophenyl)pyridine-3-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:

3-pyridinecarbonyl chloride (10400-19-8) + o-chloroaniline (95-51-2) → N-(2-chlorophenyl)-3-pyridinecarboxamide (75075-31-9)

Guidance literature:

With pyridine; at 0 - 20 ℃;

DOI:10.1021/jo9909498

Reference yield:

nicotinic acid (59-67-6) → N-(2-chlorophenyl)-3-pyridinecarboxamide (75075-31-9)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 2 h / Heating

2: Py / 0 - 20 °C

With pyridine; thionyl chloride; 1: Substitution / 2: Acylation;

DOI:10.1021/jo9909498

Reference yield: 71.0%

fac-acetonitrile(2,2'-bipyridine)tricarbonylrhenium(I) trifluoromethylsulfonate (161772-63-0,75699-14-8) + N-(2-chlorophenyl)-3-pyridinecarboxamide (75075-31-9) → fac-[Re(CO)3(2,2′-bipyridine)(N-(2-chlorophenyl)nicotinamide)][OTf] (1607469-39-5)

Guidance literature:

In chloroform; at 60 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c4ce00070f

upstream raw materials:

3-pyridinecarbonyl chloride

o-chloroaniline

nicotinic acid

Downstream raw materials:

N-phenylnicotinamide

2-pyridin-3-yl-benzooxazole

fac-[Re(CO)₃(2,2′-bipyridine)(N-(2-chlorophenyl)nicotinamide)][OTf]

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