N-(2,5-dimethoxyphenyl)benzamide

Base Information

• Chemical Name: N-(2,5-dimethoxyphenyl)benzamide
• CAS No.: 135-45-5
• Molecular Formula: C15H15 N O3
• Molecular Weight: 257.289
• Hs Code.: 2924299090
• European Community (EC) Number: 205-192-1
• DSSTox Substance ID: DTXSID90159197
• Nikkaji Number: J30.962A
• Wikidata: Q83027518
• Mol file: 135-45-5.mol

Synonyms:N-(2,5-dimethoxyphenyl)benzamide;135-45-5;2',5'-Dimethoxybenzanilide;N-(2,5-Dimethoxyphenyl) benzamide;C15H15NO3;EINECS 205-192-1;Oprea1_128625;Oprea1_298515;SCHEMBL8358105;Benzanilide, 2',5'-dimethoxy-;DTXSID90159197;HMS1685P15;STK077169;AKOS000604252;Benzamide, N-(2,5-dimethoxyphenyl)-;AC-16567;BS-49217;FT-0631783;E78411;SR-01000389760;SR-01000389760-1;Z30943475

Chemical Property of N-(2,5-dimethoxyphenyl)benzamide

Chemical Property:

• Boiling Point: 328.9°Cat760mmHg
• Flash Point: 152.7°C
• PSA: 47.56000
• Density: 1.189g/cm³
• LogP: 3.02910
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 257.10519334
• Heavy Atom Count: 19
• Complexity: 289

Purity/Quality:

98%min ^*data from raw suppliers

N-(2,5-Dimethoxyphenyl)benzamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)OC)NC(=O)C2=CC=CC=C2

Technology Process of N-(2,5-dimethoxyphenyl)benzamide

There total 5 articles about N-(2,5-dimethoxyphenyl)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: 100.0%

benzoyl chloride (98-88-4) + 2,5-dimethoxyaniline (102-56-7,102526-87-4) → N-(2,5-Dimethoxyphenyl)benzamide (135-45-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 25 ℃; for 2h;

DOI:10.1021/acs.jnatprod.6b00629

Reference yield: 98.0%

2-chloro-1,4-dimethoxybenzene (2100-42-7) + benzamide (55-21-0,27208-38-4) → N-(2,5-Dimethoxyphenyl)benzamide (135-45-5)

Guidance literature:

With potassium phosphate; [(π-allyl)Pd(tBuBrettPhos)]OTf; In tert-butyl alcohol; at 110 ℃; for 16h; Concentration; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.5b01005

Reference yield: 67.0%

iodobenzene (591-50-4) + 2,5-dimethoxyacetanilide (3467-59-2) + chromium(0) hexacarbonyl (199620-14-9,13007-92-6) → N-(2,5-Dimethoxyphenyl)benzamide (135-45-5)

Guidance literature:

With palladium diacetate; potassium carbonate; In toluene; at 100 ℃; for 24h;

DOI:10.1002/aoc.5049

upstream raw materials:

benzoyl chloride

2,5-dimethoxyaniline

N-(2,5-dimethoxyphenyl)thiobenzamide

2-chloro-1,4-dimethoxybenzene

Downstream raw materials:

2-benzamido-1,4-benzoquinone

Refernces

• 1、 Mozaffari, Mozhdeh,Nowrouzi, Najmeh,Abbasi, Mohammad. "The use of Cr (CO)6 as an alternative CO source in Pd-catalyzed C-N bond formation: Synthesis of benzamides". . . Retrieved 2019.
• 2、 Nain-Perez, Amalyn,Barbosa, Luiz C.A.,Rodríguez-Hernández, Diego,Kramell, Annemarie E.,Heller, Lucie,Csuk, René. "Natural abenquines and synthetic analogues: Preliminary exploration of their cytotoxic activity". supporting information. p. 1141 - 1144. Retrieved 2017/06/19.