Acetamide, 2-chloro-N-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]-

Base Information

• Chemical Name: Acetamide, 2-chloro-N-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]-
• CAS No.: 108441-34-5
• Molecular Formula: C17H25ClN2O2
• Molecular Weight: 324.851
• DSSTox Substance ID: DTXSID90444530
• Nikkaji Number: J1.052.303F
• Wikidata: Q82262689
• Mol file: 108441-34-5.mol

Synonyms:108441-34-5;Acetamide, 2-chloro-N-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]-;SCHEMBL8640067;DTXSID90444530;SPVWBMLAUUVPPS-UHFFFAOYSA-N;N-[3-[3-(1-Piperidinylmethyl)phenoxy]propyl]chloroacetamide;N-[3-[3-(piperidinomethyl)phenoxy]propyl]-2-chloroacetamide

Chemical Property of Acetamide, 2-chloro-N-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]-

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 324.1604557
• Heavy Atom Count: 22
• Complexity: 322

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(CC1)CC2=CC(=CC=C2)OCCCNC(=O)CCl

Technology Process of Acetamide, 2-chloro-N-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]-

There total 7 articles about Acetamide, 2-chloro-N-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]- 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%

N-<3-<3-(1-piperidinylmethyl)phenoxy>propyl>amine (73278-98-5) + chloroacetyl chloride (79-04-9) → N-<3-<3-(1-piperidinylmethyl)phenoxy>propyl>chloroacetamide (108441-34-5)

Guidance literature:

With N,O-bis-(trimethylsilyl)-acetamide; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1248/cpb.38.3035

Reference yield: 63.0%

N-<3-<3-(1-piperidinylmethyl)phenoxy>propyl>amine (73278-98-5) + chloroacetic acid (79-11-8) → N-<3-<3-(1-piperidinylmethyl)phenoxy>propyl>chloroacetamide (108441-34-5)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 12h; Ambient temperature;

DOI:10.1248/cpb.46.610

Reference yield:

meta-hydroxybenzaldehyde (100-83-4) → N-<3-<3-(1-piperidinylmethyl)phenoxy>propyl>chloroacetamide (108441-34-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 77.2 percent / HCOOH / 2 h / 110 °C

2: 92.5 percent / NaOH / dimethylformamide / 2 h / 85 - 90 °C

3: 95.5 percent / K₂CO₃ / CH₂Cl₂ / 0.5 h / 0 - 5 °C

With sodium hydroxide; formic acid; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1080/00397919908085729

upstream raw materials:

N-<3-<3-(1-piperidinylmethyl)phenoxy>propyl>amine

chloroacetyl chloride

chloroacetic acid

piperidine

Downstream raw materials:

N-<3-<3-(Piperidinomethyl)phenoxy>propyl>-2-(1-methyl-1H-tetrazol-5-ylthio)acetamide

N-[3-{3-(piperidinomethyl)phenoxy}propyl]-2-(benzylthio)acetamide

N-[3-[3-(piperidinomethyl)phenoxy]propyl]-2-cyanoacetamide

N-[3-[3-(piperidinomethyl)phenoxy]propyl]-2-(ethoxycarbonylmethylthio)acetamide

Refernces

• 1、 -. "Nitric oxide-releasing hypoglycemic compound, preparation method thereof, and use thereof". Paragraph 0060-0063. . Retrieved 2017/03/17.
• 2、 Ueda,Ishii,Shinozaki,Seiki,Arai,Hatanaka. "Synthesis and pharmacological properties of N-[3-{3-(1-piperidinylmethyl)phenoxy}propyl]-2-(2- hydroxyethylthio)acetamide and related compounds as antiulcer agents. I". . p. 3035 - 3041. Retrieved 2007/10/02.