2,4-dichloro-N-ethylaniline

Base Information

• Chemical Name: 2,4-dichloro-N-ethylaniline
• CAS No.: 35113-89-4
• Molecular Formula: C8H9Cl2N
• Molecular Weight: 190.072
• Hs Code.: 2921420090
• DSSTox Substance ID: DTXSID60537625
• Nikkaji Number: J1.933.437F
• Wikidata: Q82412681
• Mol file: 35113-89-4.mol

Synonyms:35113-89-4;2,4-dichloro-N-ethylaniline;(2,4-DICHLORO-PHENYL)-ETHYL-AMINE;2,4-Dichloro-N-ethylbenzenamine;Benzenamine,2,4-dichloro-N-ethyl-;(2,4-Dichlorophenyl)ethylamine;AB1376;2,4-dichloro-N-ethyl-aniline;SCHEMBL3317973;DTXSID60537625;MFCD06658422;AKOS000229406;SB36771;AS-44570;CS-0298626;EN300-164330;(2,4-Dichloro-phenyl)-ethyl-amine, AldrichCPR;A822576

Chemical Property of 2,4-dichloro-N-ethylaniline

Chemical Property:

• Boiling Point: 286.8 °C at 760 mmHg
• Flash Point: 127.2 °C
• PSA: 12.03000
• Density: 1.273 g/cm³
• LogP: 3.49820
• Water Solubility.: at 25 deg C (mg/L): 60.91
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 189.0112047
• Heavy Atom Count: 11
• Complexity: 119

Purity/Quality:

99% ^*data from raw suppliers

(2,4-Dichloro-phenyl)-ethyl-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCNC1=C(C=C(C=C1)Cl)Cl

Technology Process of 2,4-dichloro-N-ethylaniline

There total 5 articles about 2,4-dichloro-N-ethylaniline 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%

N-ethyl-N-phenylamine (103-69-5) → 2,4-Dichlorophenylethylamine (35113-89-4)

Guidance literature:

With N-chloro-N-fluoro-benzenesulfonamide; In acetonitrile; at 20 ℃;

DOI:10.1039/c5cc05052a

Reference yield: 47.0%

N-Ethyl-2,4-dichlor-phenoxy-acetamid (90919-87-2) → 2,4-Dichlorophenylethylamine (35113-89-4)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1081/SCC-120021996

Reference yield:

2,4-Dichlorophenoxyacetic acid (94-75-7,89300-30-1) → 2,4-Dichlorophenylethylamine (35113-89-4)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / Heating

2: benzene / Heating

3: 47 percent / NaH / dimethylformamide / 24 h / 20 °C

With thionyl chloride; sodium hydride; In N,N-dimethyl-formamide; benzene; 3: Smiles rearrangement;

DOI:10.1081/SCC-120021996

upstream raw materials:

N-Ethyl-2,4-dichlor-phenoxy-acetamid

2,4-Dichlorophenoxyacetic acid

2-(2,4-dichlorophenoxy)acetyl chloride

N-ethyl-N-phenylamine

Downstream raw materials:

imidazole-1-carboxylic acid (2,4-dichlorophenyl)ethylamide

C₁₈H₁₈Cl₂N₂O

C₉H₈Cl₃NS

C₉H₈Cl₃NO

Refernces

• 1、 Wadia,Patil. "A convenient preparation of N-alkyl and N-arylamines by smiles rearrangement - Synthesis of analogues of diclofenac". . p. 2725 - 2736. Retrieved 2007/10/03.