Propanamide, N-(2-(7-methoxy-1-naphthalenyl)ethyl)-

Base Information

• Chemical Name: Propanamide, N-(2-(7-methoxy-1-naphthalenyl)ethyl)-
• CAS No.: 138112-79-5
• Molecular Formula: C16H19NO2
• Molecular Weight: 257.3276
• DSSTox Substance ID: DTXSID30160469
• Nikkaji Number: J481.047C
• Wikidata: Q83028833
• Pharos Ligand ID: 89HKY1R1CW82
• ChEMBL ID: CHEMBL37771
• Mol file: 138112-79-5.mol

Synonyms:138112-79-5;Propanamide, N-(2-(7-methoxy-1-naphthalenyl)ethyl)-;N-(2-(7-Methoxynaphth-1-yl)ethyl)propionamide;N-(2-(7-Methoxy-1-naphthalenyl)ethyl)propanamide;CHEMBL37771;SCHEMBL5361538;DTXSID30160469;BDBM50408556;LS-119318;S-20242

Chemical Property of Propanamide, N-(2-(7-methoxy-1-naphthalenyl)ethyl)-

Chemical Property:

• Vapor Pressure: 1.31E-09mmHg at 25°C
• Boiling Point: 486.3°C at 760 mmHg
• Flash Point: 247.9°C
• Density: 1.091g/cm³
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 257.141578849
• Heavy Atom Count: 19
• Complexity: 293

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)NCCC1=CC=CC2=C1C=C(C=C2)OC

Technology Process of Propanamide, N-(2-(7-methoxy-1-naphthalenyl)ethyl)-

There total 10 articles about Propanamide, N-(2-(7-methoxy-1-naphthalenyl)ethyl)- 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: 89.0%

2-(7-methoxynaphthalen-1-yl)ethanamine hydrochloride (139525-77-2) + propionyl chloride (79-03-8) → N-[2-(7-methoxy-1-naphthyl)ethyl]propionamide (138112-79-5)

Guidance literature:

With potassium carbonate; In chloroform; water; for 0.5h; Ambient temperature;

DOI:10.1021/jm00046a006

Reference yield:

(7-methoxy-1-naphthyl)acetonitrile (138113-08-3) → N-[2-(7-methoxy-1-naphthyl)ethyl]propionamide (138112-79-5)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran / 45 - 50 °C

2: 1.41 g / Et₃N / CH₂Cl₂ / 0 - 20 °C

With lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1081/SCC-100000591

Reference yield:

2-(7-methoxynaphthalen-1-yl)acetic acid (6836-22-2) → N-[2-(7-methoxy-1-naphthyl)ethyl]propionamide (138112-79-5)

Guidance literature:

Multi-step reaction with 4 steps

1: thionyl chloride / CHCl₃

2: aq. NH₄OH / diethyl ether / 0 °C

3: AlH₄ / diethyl ether

4: K₂CO₃ / H₂O; CHCl₃ / 0 °C

With ammonium hydroxide; thionyl chloride; potassium carbonate; tetrahydridoaluminate; In diethyl ether; chloroform; water;

DOI:10.1021/jm00086a018

upstream raw materials:

2-(7-methoxynaphthalen-1-yl)ethanamine hydrochloride

propionyl chloride

2-(7-methoxynaphth-1-yl)ethylamine

2-(1-hydroxyl-7-methoxy-1,2,3,4-tetrahydro-naphthalen-1-yl)-acetonitrile