2-(7-Methoxynaphthalen-1-yl)acetamide

Base Information

• Chemical Name: 2-(7-Methoxynaphthalen-1-yl)acetamide
• CAS No.: 138113-07-2
• Molecular Formula: C13H13NO2
• Molecular Weight: 215.252
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID80569084
• Wikidata: Q72517116
• Mol file: 138113-07-2.mol

Synonyms:2-(7-methoxynaphthalen-1-yl)acetamide;138113-07-2;7-methoxy-1-naphthaleneacetamide;MFCD12756807;SCHEMBL4749238;(7-methoxy-1-naphthyl)acetamide;7-Methoxynaphthalene-1-acetamide;(7-Methoxynaphth-1-yl)acetamide;DTXSID80569084;LGYBVRIYYBHYCX-UHFFFAOYSA-N;AKOS015951337;2-(7-Methoxy-naphthalen-1-yl)acetamide;AC-29999;AS-39366;SY242644;CS-0062003;A886312

Chemical Property of 2-(7-Methoxynaphthalen-1-yl)acetamide

Chemical Property:

• Vapor Pressure: 0.0±1.1 mmHg at 25°C
• Boiling Point: 452.7±28.0 °C at 760 mmHg
• Flash Point: 249.1±20.3 °C
• PSA: 53.31000
• Density: 1.2±0.1 g/cm3
• LogP: 3.02590
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: DMSO (Slightly), Water (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 215.094628657
• Heavy Atom Count: 16
• Complexity: 254

Purity/Quality:

98%Min ^*data from raw suppliers

7-Methoxy-1-naphthaleneacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=CC=C2CC(=O)N)C=C1
• Uses: 7-Methoxy-1-naphthaleneacetamide, can be used for the synthesis of the analogs of Melatonin (M215000), containing naphthalene moiety instead of indole nucleus, having high affinity for the melatonin receptor. Agomelatine Impurity 6

Technology Process of 2-(7-Methoxynaphthalen-1-yl)acetamide

There total 16 articles about 2-(7-Methoxynaphthalen-1-yl)acetamide 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: 99.0%

(7-methoxy-1-naphthyl)acetic acid chloride (6836-23-3) → 2-(2-methoxynaphthalen-8-yl)acetamide (138113-07-2)

Guidance literature:

With ammonia; In toluene; at 0 - 5 ℃; pH=10 - 11;

Reference yield: 87.6%

ethyl 2-(7-methoxynaphthalen-1-yl)acetate (6836-21-1) → 2-(2-methoxynaphthalen-8-yl)acetamide (138113-07-2)

Guidance literature:

With ammonia; In ethanol; at -78 - 30 ℃;

DOI:10.14233/ajchem.2016.19712

Reference yield: 73.19%

→ 2-(2-methoxynaphthalen-8-yl)acetamide (138113-07-2)

Guidance literature:

With ammonia; In methanol; at 80 ℃; under 3677.86 - 4413.43 Torr; Autoclave;

upstream raw materials:

(7-methoxy-1-naphthyl)acetic acid chloride

2-(7-methoxynaphthalen-1-yl)acetic acid

ethyl 2-(7-methoxynaphthalen-1-yl)acetate

2-(7-methoxy-3,4-dihydro-naphthalen-1-yl)-acetic acid ethyl ester

Downstream raw materials:

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

(7-methoxy-1-naphthyl)acetonitrile

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

agomelatine

Refernces

• 1、 -. "The preparation method of the agomelatine intermediate". Paragraph 0035; 0036; 0037. . Retrieved 2018/09/26.
• 2、 -. "PROCESS FOR THE SYNTHESIS OF AGOMELATINE". . . Retrieved 2017/04/04.