Clofexamide

Base Information

• Chemical Name: Clofexamide
• CAS No.: 1223-36-5
• Deprecated CAS: 55963-10-5
• Molecular Formula: C14H21 Cl N2 O2
• Molecular Weight: 284.786
• Hs Code.: 2924299090
• European Community (EC) Number: 214-951-6
• UNII: 071P4J77HF
• DSSTox Substance ID: DTXSID6046424
• Nikkaji Number: J867B
• Wikipedia: Clofexamide
• Wikidata: Q5134877
• NCI Thesaurus Code: C77345
• ChEMBL ID: CHEMBL2106515
• Mol file: 1223-36-5.mol

Synonyms:amichlophene;clofexamide;clofexamide monohydrochloride;IEM 455

Chemical Property of Clofexamide

Chemical Property:

• Vapor Pressure: 2.81E-08mmHg at 25°C
• Refractive Index: 1.5200 (estimate)
• Boiling Point: 449.7°C at 760 mmHg
• Flash Point: 225.8°C
• PSA: 41.57000
• Density: 1.12g/cm³
• LogP: 2.56770
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 284.1291556
• Heavy Atom Count: 19
• Complexity: 252

Purity/Quality:

98%Min ^*data from raw suppliers

CLOFEXAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)CCNC(=O)COC1=CC=C(C=C1)Cl
• Therapeutic Function: Antidepressant, Analgesic, Antiinflammatory, Local anesthetic

Technology Process of Clofexamide

There total 9 articles about Clofexamide 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: 64.0%

Phenoxyessigsaeure-<2-diaethylamino-aethylamid> (15485-53-7) → 2-(4-chlorophenoxy)-N-(2-(diethylamino)ethyl)acetamide (1223-36-5)

Guidance literature:

With tetraethylammonium chloride; trichloroacetonitrile; In acetonitrile; at 23 ℃; for 2h; Electrochemical reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.1c00704

Reference yield:

N,N-diethylethylenediamine (100-36-7) → 2-(4-chlorophenoxy)-N-(2-(diethylamino)ethyl)acetamide (1223-36-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: trichloroacetonitrile; tetraethylammonium chloride / acetonitrile / 2 h / 23 °C / Electrochemical reaction; Inert atmosphere

With dmap; tetraethylammonium chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trichloroacetonitrile; In dichloromethane; acetonitrile;

DOI:10.1021/acs.orglett.1c00704

Reference yield:

N,N-diethylethylenediamine (100-36-7) → 2-(4-chlorophenoxy)-N-(2-(diethylamino)ethyl)acetamide (1223-36-5) + N,N-Diethyl-N'-<(2,4-dichlor-phenoxy)-acetyl>-ethylendiamin (47085-76-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: chlorine / acetonitrile / Inert atmosphere

With dmap; chlorine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; acetonitrile;

DOI:10.1021/acs.orglett.1c00704

upstream raw materials:

ethyl p-chlorophenoxyacetate

N,N-diethylethylenediamine

4-chlorophenyloxyacetyl chloride

4-Chlorophenoxyacetic acid

Downstream raw materials:

C₁₄H₂₁ClN₂O₃

2-(4-Chloro-phenoxy)-N-(2-ethylamino-ethyl)-acetamide

Refernces