N-(4-phenoxyphenyl)nicotinamide

Base Information

• Chemical Name: N-(4-phenoxyphenyl)nicotinamide
• CAS No.: 255904-97-3
• Molecular Formula: C18H14N2O2
• Molecular Weight: 290.321
• DSSTox Substance ID: DTXSID20356314
• Nikkaji Number: J1.263.494C
• Wikidata: Q82135582
• ChEMBL ID: CHEMBL2269049
• Mol file: 255904-97-3.mol

Synonyms:N-(4-phenoxyphenyl)nicotinamide;255904-97-3;N-(4-phenoxyphenyl)pyridine-3-carboxamide;Cambridge id 7239838;Oprea1_202834;CHEMBL2269049;SCHEMBL11617534;DTXSID20356314;STK415640;AKOS001043472;CCG-340618;VU0003257-1;Z28286069

Chemical Property of N-(4-phenoxyphenyl)nicotinamide

Chemical Property:

• Melting Point: 147-149 °C
• Boiling Point: 381.7±22.0 °C(Predicted)
• PKA: 11.51±0.70(Predicted)
• PSA: 51.22000
• Density: 1.250±0.06 g/cm3(Predicted)
• LogP: 4.19920
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 290.105527694
• Heavy Atom Count: 22
• Complexity: 347

Purity/Quality:

N-(4-PHENOXYPHENYL)NICOTINAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC2=CC=C(C=C2)NC(=O)C3=CN=CC=C3

Technology Process of N-(4-phenoxyphenyl)nicotinamide

There total 5 articles about N-(4-phenoxyphenyl)nicotinamide 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: 63.0%

4-nitrophenyl phenyl ether (620-88-2) + nicotinamide (98-92-0,1255150-40-3) → nicotinic acid-(4-phenoxy-anilide) (255904-97-3)

Guidance literature:

With carbon monoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; selenium; In toluene; at 160 ℃; for 4h; under 22502.3 Torr;

DOI:10.1002/adsc.200404077

Reference yield:

nicotinic acid (59-67-6) → nicotinic acid-(4-phenoxy-anilide) (255904-97-3)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylformamide / 1 h

2: dimethylformamide / 72 h

In N,N-dimethyl-formamide; 1: Acylation / 2: Acylation;

DOI:10.1021/jf990404e

Reference yield:

nicotinoyl imidazolide (59846-45-6) + 4-phenoxyanilin (139-59-3) → nicotinic acid-(4-phenoxy-anilide) (255904-97-3)

Guidance literature:

In N,N-dimethyl-formamide; for 72h;

DOI:10.1021/jf990404e

upstream raw materials:

3-pyridinecarbonyl chloride

4-phenoxyanilin

pyridine-3-carbonyl chloride hydrochloride

nicotinoyl imidazolide

Refernces

• 1、 Balcells, Merce,Avilla, Jesus,Profitos, Jaume,Canela, Ramon. "Synthesis of phenoxyphenyl pyridine and pyrazine carboxamides. Activity against Cydia pomonella (L.) eggs". . p. 83 - 87. Retrieved 2007/10/03.