N-(4-fluorophenyl)-4-methoxybenzamide

Base Information

• Chemical Name: N-(4-fluorophenyl)-4-methoxybenzamide
• CAS No.: 5021-60-3
• Molecular Formula: C14H12FNO2
• Molecular Weight: 245.253
• Hs Code.: 2924299090
• European Community (EC) Number: 668-214-2
• NSC Number: 191533
• DSSTox Substance ID: DTXSID10307471
• Nikkaji Number: J881.967J
• Wikidata: Q82054875
• Mol file: 5021-60-3.mol

Synonyms:N-(4-fluorophenyl)-4-methoxybenzamide;5021-60-3;NSC 191533;benzamide,N-(4-fluorophenyl)-4-methoxy-;Benzamide, N-(4-fluorophenyl)-4-methoxy-;NSC191533;Cambridge id 5330362;Oprea1_497906;DTXSID10307471;MFCD00032526;STK077385;AKOS000649589;NSC-191533;AB00081027-01

Chemical Property of N-(4-fluorophenyl)-4-methoxybenzamide

Chemical Property:

• Vapor Pressure: 0.00115mmHg at 25°C
• Boiling Point: 300.1°C at 760 mmHg
• PKA: 12.62±0.70(Predicted)
• Flash Point: 135.3°C
• PSA: 38.33000
• Density: 1.247g/cm³
• LogP: 3.15960
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 245.08520679
• Heavy Atom Count: 18
• Complexity: 269

Purity/Quality:

99%min ^*data from raw suppliers

4'-FLUORO-4-METHOXYBENZANILIDE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(=O)NC2=CC=C(C=C2)F

Technology Process of N-(4-fluorophenyl)-4-methoxybenzamide

There total 11 articles about N-(4-fluorophenyl)-4-methoxybenzamide 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: 92.0%

4-methoxy-benzoyl chloride (100-07-2) + 4-fluoroaniline (371-40-4) → 4-methoxy-N-(4-fluorophenyl)benzamide (5021-60-3)

Guidance literature:

With pyridine; for 24h; Ambient temperature;

Reference yield: 83.0%

para-fluorophenyl isocyanate (1195-45-5) + 4-methoxyphenylzinc iodide (254454-47-2) → 4-methoxy-N-(4-fluorophenyl)benzamide (5021-60-3)

Guidance literature:

para-fluorophenyl isocyanate; With [Rh(OH)(cod)]2; In tetrahydrofuran; at 20 ℃; for 0.0833333h; Inert atmosphere;

4-methoxyphenylzinc iodide; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c00729

Reference yield: 70.0%

4-fluoro-1-iodobenzene (352-34-1) + 4-methoxy-benzylamine (2393-23-9) → 4-methoxy-N-(4-fluorophenyl)benzamide (5021-60-3)

Guidance literature:

With 1,10-Phenanthroline; oxygen; copper(II) bis(trifluoromethanesulfonate); potassium carbonate; In dimethyl sulfoxide; at 140 ℃; for 72h; Schlenk technique;

DOI:10.1002/adsc.201200424 DOI:10.1002/adsc.201200424

upstream raw materials:

4-methoxy-benzoyl chloride

4-fluoroaniline

4-fluoro-1-iodobenzene

4-methoxy-benzylamine

Downstream raw materials:

(Z)-4-fluoro-N-(1-(4-methoxyphenyl)-3-(trimethylsilyl)prop-2-ynylidene)aniline

Refernces

• 1、 Fouad, Moustafa H.,Ismailani, Uzair S.,Mair, Braeden A.,Munch, Maxime,Rotstein, Benjamin H.. "Rhodium-Catalyzed Addition of Organozinc Iodides to Carbon-11 Isocyanates". supporting information. p. 2746 - 2750. Retrieved 2020/04/16.
• 2、 -. "Amide compound with antitumor activity and application of amide compound". Paragraph 0036; 0037; 0038; 0039; 0040. . Retrieved 2017/08/02.