3-Chloro-N-phenylpropanamide

Base Information

• Chemical Name: 3-Chloro-N-phenylpropanamide
• CAS No.: 3460-04-6
• Molecular Formula: C9H10ClNO
• Molecular Weight: 183.637
• Hs Code.: 2924299090
• NSC Number: 46582
• DSSTox Substance ID: DTXSID40286583
• Nikkaji Number: J926.512K
• Wikidata: Q82022361
• ChEMBL ID: CHEMBL595535
• Mol file: 3460-04-6.mol

Synonyms:3-Chloro-N-phenylpropanamide;3460-04-6;3-Chloro-N-phenylpropionamide;3-Chloropropionanilide;3-Chloro-N-phenyl-propionamide;MFCD00018971;Propanamide, 3-chloro-N-phenyl-;NSC46582;SCHEMBL376976;CHEMBL595535;3-Chloro-N-phenylpropanamide #;DTXSID40286583;NSC-46582;STK290969;AKOS000264593;AM803743;AS-37284;FT-0615497;EN300-25810;A848565;AE-641/00386063;Z217707130

Chemical Property of 3-Chloro-N-phenylpropanamide

Chemical Property:

• Vapor Pressure: 2.25E-05mmHg at 25°C
• Melting Point: 119.5-120.5 °C
• Refractive Index: 1.579
• Boiling Point: 360.2 °C at 760 mmHg
• PKA: 14.20±0.70(Predicted)
• Flash Point: 171.7 °C
• PSA: 29.10000
• Density: 1.22 g/cm³
• LogP: 2.32700
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 183.0450916
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

3-Chloro-N-phenylpropanamide ^*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

Technology Process of 3-Chloro-N-phenylpropanamide

There total 4 articles about 3-Chloro-N-phenylpropanamide 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: 100.0%

aniline (62-53-3) + 2-chloropropionyl chloride (625-36-5) → 3-chloro-N-phenylpropionamide (3460-04-6)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1016/j.jorganchem.2012.05.019

Reference yield:

3-chloropropionylisothiocyanate (19565-19-6) + aniline (62-53-3) → 3-chloro-N-phenylpropionamide (3460-04-6)

Guidance literature:

In benzene; Ambient temperature;

Reference yield:

propionic acid (802294-64-0,79-09-4) + aniline (62-53-3) → 3-chloro-N-phenylpropionamide (3460-04-6)

Guidance literature:

With thionyl chloride; Yield given. Multistep reaction; 1) dichloromethane, 3h, reflux, 2) dichloromethane, 3h, roomtemp.;

upstream raw materials:

aniline

2-chloropropionyl chloride

3-chloropropionylisothiocyanate

propionic acid

Downstream raw materials:

3-(morpholin-4-yl)-N-phenylpropanamide

N-acryloylaniline

3-iodo-propionic acid anilide

β-dimethylamino-N-phenylpropionic acid amide

Refernces

• 1、 Shen, Sida,Picci, Cristina,Ustinova, Kseniya,Benoy, Veronick,Kutil, Zsófia,Zhang, Guiping,Tavares, Maurício T.,Pavlí?ek, Ji?í,Zimprich, Chad A.,Robers, Matthew B.,Van Den Bosch, Ludo,Ba?inka, Cyril,Langley, Brett,Kozikowski, Alan P.. "Tetrahydroquinoline-Capped Histone Deacetylase 6 Inhibitor SW-101 Ameliorates Pathological Phenotypes in a Charcot-Marie-Tooth Type 2A Mouse Model". . p. 4810 - 4840. Retrieved 2021/05/07.
• 2、 -. "Preparation method of 6-hydroxy-3,4-dihydro-2(1H)quinolinone". Paragraph 0009. . Retrieved 2019/06/08.