5-Chloro-2-methoxy-N-(2-phenylethyl)benzamide

Base Information

• Chemical Name: 5-Chloro-2-methoxy-N-(2-phenylethyl)benzamide
• CAS No.: 33924-49-1
• Molecular Formula: C16H16ClNO2
• Molecular Weight: 289.762
• Hs Code.: 2924299090
• European Community (EC) Number: 251-745-5
• DSSTox Substance ID: DTXSID00187547
• Nikkaji Number: J287.827E
• Wikidata: Q83059248
• ChEMBL ID: CHEMBL166750
• Mol file: 33924-49-1.mol

Synonyms:5-Chloro-2-methoxy-N-(2-phenylethyl)benzamide;33924-49-1;5-chloro-2-methoxy-N-phenethylbenzamide;5-Chloro-N-(2-phenylethyl)-2-methoxybenzamide;5-Chloro-N-(2-Phenylethyl)-2-Methoxy-Benzamide;EINECS 251-745-5;N-Phenethyl-5-chloro-2-methoxybenzamide;5-Chloro-N-phenethyl-o-anisamide;Oprea1_488347;CHEMBL166750;SCHEMBL3784241;DTXSID00187547;DK-13;STK416950;AKOS002516376;5-Chloro-2-methoxy-N-phenethyl-benzamide;CS-0166580;5-chloro-2-methoxy-N-(2-phenylethyl)-benzamide;A822002;AO-548/12688762;A1-05923;W-110837;5-CHLORO-2METHOXY-N-(2-PHENYLETHYL)BENZAMIDE;Z27760109;5-Chloro-2-methoxy-N-(2-phenylethyl)benzamide (Glibenclamide Impurity)

Chemical Property of 5-Chloro-2-methoxy-N-(2-phenylethyl)benzamide

Chemical Property:

• Vapor Pressure: 6.62E-08mmHg at 25°C
• Refractive Index: 1.577
• Boiling Point: 439 °C at 760 mmHg
• Flash Point: 219.3 °C
• PSA: 38.33000
• Density: 1.192 g/cm³
• LogP: 3.71200
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 289.0869564
• Heavy Atom Count: 20
• Complexity: 305

Purity/Quality:

97% ^*data from raw suppliers

5-Chloro-2-methoxy-N-(2-phenylethyl)benzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)Cl)C(=O)NCCC2=CC=CC=C2
• Uses: 5-Chloro-2-methoxy-N-(2-phenylethyl)benzamide is a metabolite of the antidiabetic, Glyburide (G598350).

Technology Process of 5-Chloro-2-methoxy-N-(2-phenylethyl)benzamide

There total 10 articles about 5-Chloro-2-methoxy-N-(2-phenylethyl)benzamide 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: 95.0%

5-chloro-2-methoxybenzoic acid (3438-16-2) + phenethylamine (64-04-0) → DK13 (33924-49-1)

Guidance literature:

With phosphorus trichloride; In tetrahydrofuran; at 150 ℃; for 0.0833333h; Sealed tube;

DOI:10.1021/acs.joc.6b02242

Reference yield: 95.0%

phenethylamine (64-04-0) + 2-methoxy-5-chlorobenzoyl chloride (29568-33-0) → DK13 (33924-49-1)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 6h; Cooling with ice;

DOI:10.1039/d0cc04565a

Reference yield: 80.0%

2-methoxy-N-(2-phenylethyl)benzamide → DK13 (33924-49-1)

Guidance literature:

With sodium persulfate; tris(bipyridine)ruthenium(II) dichloride hexahydrate; In water; acetonitrile; Irradiation;

DOI:10.1039/c7sc03010j

upstream raw materials:

phenethylamine

2-methoxy-5-chlorobenzoyl chloride

methyl 5-chloro-2-methoxybenzoate

5-chloro-2-methoxybenzoic acid

Downstream raw materials:

p-(5-chloro-2-methoxybenzamidoethyl)-benzenesulfonyl chloride

meglitinide

5-chloro-2-methoxy-N-(4-sulfamoylphenethyl)benzamide

4-[2-(5-Chloro-2-methoxy-benzoylamino)-ethyl]-benzenesulfonic acid