3-chloro-N-(2-fluorophenyl)propanamide

Base Information

• Chemical Name: 3-chloro-N-(2-fluorophenyl)propanamide
• CAS No.: 349097-66-1
• Molecular Formula: C9H9ClFNO
• Molecular Weight: 201.628
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID60401296
• Wikidata: Q82204370
• Mol file: 349097-66-1.mol

Synonyms:3-chloro-N-(2-fluorophenyl)propanamide;349097-66-1;3-Chloro-N-(2-fluoro-phenyl)-propionamide;SCHEMBL2675404;DTXSID60401296;WGOCBWOFSIVDSP-UHFFFAOYSA-N;MFCD01357336;AKOS000263237;SB77486;UPCMLD0ENAT5929366:001;3-chloro-N-(2-fluorophenyl) propanamide;LS-05193;CS-0215539;FT-0684040;EN300-25822;Z217707154

Chemical Property of 3-chloro-N-(2-fluorophenyl)propanamide

Chemical Property:

• Vapor Pressure: 5.77E-05mmHg at 25°C
• Boiling Point: 346.4°C at 760 mmHg
• Flash Point: 163.3°C
• PSA: 29.10000
• Density: 1.304g/cm³
• LogP: 2.46610
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 201.0356698
• Heavy Atom Count: 13
• Complexity: 177

Purity/Quality:

98%min ^*data from raw suppliers

3-chloro-N-(2-fluorophenyl)propanamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)NC(=O)CCCl)F

Technology Process of 3-chloro-N-(2-fluorophenyl)propanamide

There total 1 articles about 3-chloro-N-(2-fluorophenyl)propanamide 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: 97.0%

2-Fluoroaniline (348-54-9) + 2-chloropropionyl chloride (625-36-5) → 3-chloro-N-(2-fluoro-phenyl)-propionamide (349097-66-1)

Guidance literature:

With pyridine; In acetone; at 20 ℃; for 0.5h;

Reference yield: 88.0%

3-chloro-N-(2-fluoro-phenyl)-propionamide (349097-66-1) → 8-fluoro-3,4-dihydro-1H-quinolin-2-one (143268-79-5)

Guidance literature:

aluminum (III) chloride; at 160 ℃; for 1.5h;

Reference yield:

3-chloro-N-(2-fluoro-phenyl)-propionamide (349097-66-1) → 9-fluoro-1-methyl-7-(5-phenyl-pyridin-3-yl)-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinoline (1404367-02-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: aluminum (III) chloride / neat (no solvent) / 4 h / 140 °C

2.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 9 h / 0 °C

3.1: Lawessons reagent / toluene / 2 h / Reflux

4.1: cyclohexanol / 6 h / Reflux; Inert atmosphere

5.1: Triisopropyl borate; n-butyllithium / tetrahydrofuran; toluene; hexane / 3 h / -40 °C / Inert atmosphere

5.2: Inert atmosphere

6.1: palladium diacetate; sodium carbonate; tetrabutylammomium bromide / toluene; water; ethanol / Inert atmosphere; Reflux

With Lawessons reagent; aluminum (III) chloride; N-Bromosuccinimide; n-butyllithium; Triisopropyl borate; tetrabutylammomium bromide; palladium diacetate; sodium carbonate; In tetrahydrofuran; ethanol; hexane; water; N,N-dimethyl-formamide; toluene; cyclohexanol; 1.1: |Friedel-Crafts Alkylation / 6.1: |Suzuki Coupling;

DOI:10.1021/acs.jmedchem.5b00079

upstream raw materials:

2-Fluoroaniline

2-chloropropionyl chloride

Downstream raw materials:

8-fluoro-3,4-dihydro-1H-quinolin-2-one

9-fluoro-1-methyl-7-(5-phenyl-pyridin-3-yl)-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinoline