N-(4-Fluorophenyl)-4-formylbenzamide

Base Information

• Chemical Name: N-(4-Fluorophenyl)-4-formylbenzamide
• CAS No.: 179056-10-1
• Molecular Formula: C14H10FNO2
• Molecular Weight: 243.237
• DSSTox Substance ID: DTXSID10596106
• Wikidata: Q82491244
• Mol file: 179056-10-1.mol

Synonyms:N-(4-Fluorophenyl)-4-formylbenzamide;179056-10-1;4'-fluoro-4-formylbenzanilide;SCHEMBL6593406;DTXSID10596106;PHWIQAVIPXPNMK-UHFFFAOYSA-N

Chemical Property of N-(4-Fluorophenyl)-4-formylbenzamide

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 243.06955672
• Heavy Atom Count: 18
• Complexity: 292

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=O)C(=O)NC2=CC=C(C=C2)F

Technology Process of N-(4-Fluorophenyl)-4-formylbenzamide

There total 4 articles about N-(4-Fluorophenyl)-4-formylbenzamide 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: 81.0%

4-formylbenzoyl chloride (16173-52-7) + 4-fluoroaniline (371-40-4) → 4-formyl-N-(4-fluorophenyl)benzamide (179056-10-1)

Guidance literature:

With triethylamine; In dichloromethane; at 39 ℃; for 12h; Cooling with ice;

DOI:10.1016/j.bioorg.2020.104189

Reference yield:

4-Carboxybenzaldehyde (619-66-9) + 4-fluoroaniline (371-40-4) → 4-formyl-N-(4-fluorophenyl)benzamide (179056-10-1)

Guidance literature:

4-Carboxybenzaldehyde; With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

4-fluoroaniline; With N-ethyl-N,N-diisopropylamine; at 20 ℃; for 2h;

DOI:10.1016/j.bioorg.2019.103016

Reference yield:

4-Carboxybenzaldehyde (619-66-9) → 4-formyl-N-(4-fluorophenyl)benzamide (179056-10-1)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride; N,N-dimethyl-formamide / chloroform / 55 °C

2: triethylamine / dichloromethane / 12 h / 39 °C / Cooling with ice

With thionyl chloride; triethylamine; N,N-dimethyl-formamide; In dichloromethane; chloroform;

DOI:10.1016/j.bioorg.2020.104189

upstream raw materials:

4-formylbenzoyl chloride

4-fluoroaniline

4-Carboxybenzaldehyde