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

Base Information

• Chemical Name: N-(4-chlorophenyl)pyridine-2-carboxamide
• CAS No.: 14547-72-9
• Molecular Formula: C12H9ClN2O
• Molecular Weight: 232.669
• DSSTox Substance ID: DTXSID60369009
• Nikkaji Number: J1.154.957H
• Wikidata: Q82155959
• Mol file: 14547-72-9.mol

Synonyms:N-(4-chlorophenyl)pyridine-2-carboxamide;N-(4-Chlorophenyl)picolinamide;14547-72-9;2-Pyridinecarboxamide, N-(4-chlorophenyl)-;DTXSID60369009;MFCD06394755;AKOS001135316;PD016572;2-pyridinecarboxamide,n-(4-chlorophenyl)-;CS-0270522;F17384;Z28161742

Chemical Property of N-(4-chlorophenyl)pyridine-2-carboxamide

Chemical Property:

• Melting Point: 138-139 °C
• Boiling Point: 295.1±20.0 °C(Predicted)
• PKA: 11.03±0.70(Predicted)
• PSA: 41.99000
• Density: 1.341±0.06 g/cm3(Predicted)
• LogP: 3.06030
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 232.0403406
• Heavy Atom Count: 16
• Complexity: 239

Purity/Quality:

≥99% ^*data from raw suppliers

N-(4-Chlorophenyl)picolinamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C(=O)NC2=CC=C(C=C2)Cl

Technology Process of N-(4-chlorophenyl)pyridine-2-carboxamide

There total 8 articles about N-(4-chlorophenyl)pyridine-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: 82.0%

ethyl-2-picolinate (2524-52-9,1228273-66-2) + 4-chloro-aniline (106-47-8) → N-(4-chlorophenyl)-2-pyridinecarboxaminde (14547-72-9)

Guidance literature:

With iron(III) chloride; In neat (no solvent); at 80 ℃; Sealed tube;

DOI:10.3390/molecules25051040

Reference yield: 76.0%

pyridine-2-carbonyl chloride (29745-44-6) + 4-chloro-aniline (106-47-8) → N-(4-chlorophenyl)-2-pyridinecarboxaminde (14547-72-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1016/j.tetlet.2021.153099

Reference yield: 72.0%

2-Picolinic acid (98-98-6) + 4-chloro-aniline (106-47-8) → N-(4-chlorophenyl)-2-pyridinecarboxaminde (14547-72-9)

Guidance literature:

2-Picolinic acid; 4-chloro-aniline; With pyridine; at 110 ℃; for 0.5h; Inert atmosphere;

With triphenyl phosphite; at 110 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.11.111

upstream raw materials:

N-phenylpicolinamide

2-Picolinic acid

4-chloro-aniline

pyridine-2-carbonyl chloride

Downstream raw materials:

tris(N-(4-chlorophenyl)picolinamide)ruthenium(III)

dichloro[2-(N-p-Cl-phenylcarbamoyl)pyridine]bis(dimethylsulfoxide)ruthenium(II)

[IrH₂(PPh₃)2(N-(4-chlorophenyl)picolinamide(-1H))]

[IrHCl(PPh₃)2(N-(4-chlorophenyl)picolinamide(-1H))]

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