Eclanamine

Base Information

• Chemical Name: Eclanamine
• CAS No.: 67450-44-6
• Deprecated CAS: 71027-13-9
• Molecular Formula: C₁₆H₂₂Cl₂N₂O
• Molecular Weight: 329.269
• UNII: 5Y67H9W4KQ
• DSSTox Substance ID: DTXSID001024475
• Nikkaji Number: J404.480K
• Wikipedia: Eclanamine
• Wikidata: Q5332941
• NCI Thesaurus Code: C81480
• ChEMBL ID: CHEMBL4796422
• Mol file: 67450-44-6.mol

Synonyms:eclanamine;eclanamine maleate

Chemical Property of Eclanamine

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 328.1109187
• Heavy Atom Count: 21
• Complexity: 364

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC(=O)N(C1CCCC1N(C)C)C2=CC(=C(C=C2)Cl)Cl
• Isomeric SMILES: CCC(=O)N([C@@H]1CCC[C@H]1N(C)C)C2=CC(=C(C=C2)Cl)Cl

Technology Process of Eclanamine

There total 10 articles about Eclanamine 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:

Cyclopentene oxide (285-67-6) → N--N-(3,4-dichlorophenyl)propanamide (67450-44-6,67450-78-6,67451-05-2,67451-07-4,71027-13-9)

Guidance literature:

Multi-step reaction with 5 steps

1: concd. HCl / 168 h / Heating

2: 72 h / Heating

3: 85percent aq. ethanolic KOH / 3 h / Ambient temperature

4: CrO₃, aq. H₂SO₄ / acetone / 0.5 h / Ambient temperature

5: 4.2 g / dimethylamine hydrochloride, NaCNBH₃ / methanol / 192 h / Ambient temperature

With chromium(VI) oxide; hydrogenchloride; potassium hydroxide; sulfuric acid; N,N-dimethylammonium chloride; sodium cyanoborohydride; In methanol; acetone;

DOI:10.1021/jm00142a020

Reference yield:

Cyclopentene oxide (285-67-6) → N--N-(3,4-dichlorophenyl)propanamide (67450-44-6,67450-78-6,67451-05-2,67451-07-4,71027-13-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / H₂O

2: 1.) NaH / 1.) THF, reflux, 1 h

3: 2.) 20percent NaOH / 1.) reflux, 17 h, 2.) 1 h

4: Heating

With sodium hydroxide; sodium hydride; In water;

DOI:10.1021/jm00142a020

Reference yield:

N-(trans-2-hydroxycyclopentyl)-N-(3,4-dichlorophenyl)propanamide (67440-15-7,70527-37-6) → N--N-(3,4-dichlorophenyl)propanamide (67450-44-6,67450-78-6,67451-05-2,67451-07-4,71027-13-9)

Guidance literature:

Multi-step reaction with 2 steps

1: CrO₃, aq. H₂SO₄ / acetone / 0.5 h / Ambient temperature

2: 4.2 g / dimethylamine hydrochloride, NaCNBH₃ / methanol / 192 h / Ambient temperature

With chromium(VI) oxide; sulfuric acid; N,N-dimethylammonium chloride; sodium cyanoborohydride; In methanol; acetone;

DOI:10.1021/jm00142a020

upstream raw materials:

Cyclopentene oxide

propionic acid anhydride

dimethyl amine

m,p-dichloroaniline

Refernces

• 1、 -. "N-(2-Aminocyclopentyl)acylanilides and treating depression". . . Retrieved 2008/06/13.