3',5'-Dimethoxybenzanilide

Base Information

• Chemical Name: 3',5'-Dimethoxybenzanilide
• CAS No.: 94088-74-1
• Molecular Formula: C15H15 N O3
• Molecular Weight: 257.289
• Hs Code.: 2924299090
• European Community (EC) Number: 302-076-3
• DSSTox Substance ID: DTXSID20240486
• Nikkaji Number: J288.564F
• Wikidata: Q83123373
• ChEMBL ID: CHEMBL1602307
• Mol file: 94088-74-1.mol

Synonyms:3',5'-Dimethoxybenzanilide;N-(3,5-dimethoxyphenyl)benzamide;94088-74-1;EINECS 302-076-3;SMR000068942;Oprea1_123564;MLS000052986;CHEMBL1602307;DTXSID20240486;REGID_for_CID_2192547;HMS2376M10;STK208268;AKOS003239833;Z30885912

Chemical Property of 3',5'-Dimethoxybenzanilide

Chemical Property:

• Boiling Point: 326.8°Cat760mmHg
• Flash Point: 151.5°C
• PSA: 51.05000
• Density: 1.189g/cm³
• LogP: 3.34010
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 257.10519334
• Heavy Atom Count: 19
• Complexity: 277

Purity/Quality:

99% ^*data from raw suppliers

N-(3,5-DIMETHOXYPHENYL)BENZAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3',5'-Dimethoxybenzanilide

There total 8 articles about 3',5'-Dimethoxybenzanilide 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: 97.0%

N-(2-acetyl-3,5-dimethoxy-phenyl)-benzamide (380501-39-3) → N-(3,5-dimethoxyphenyl)benzamide (94088-74-1)

Guidance literature:

With tin(IV) chloride; In 1,2-dichloro-ethane; Heating;

Reference yield: 96.0%

benzoyl chloride (98-88-4) + 3.5-dimethoxyaniline (10272-07-8) → N-(3,5-dimethoxyphenyl)benzamide (94088-74-1)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1248/cpb.49.1352

Reference yield: 76.0%

1-bromo-3,5-dimethoxybenzene (20469-65-2) + benzonitrile (100-47-0) → N-(3,5-dimethoxyphenyl)benzamide (94088-74-1)

Guidance literature:

With copper(I) oxide; water; caesium carbonate; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; sodium hydroxide; N,N`-dimethylethylenediamine; at 100 ℃; for 12h; Inert atmosphere; Sealed tube;

DOI:10.1016/j.tet.2013.09.085

upstream raw materials:

benzoyl chloride

3.5-dimethoxyaniline

N-(2-acetyl-3,5-dimethoxy-phenyl)-benzamide

vinyl benzoate

Downstream raw materials:

N-(2-acetyl-3,5-dimethoxy-phenyl)-benzamide

N-benzyl-5,7-dimethoxy-2-phenylquinoline-4-amine

5,7-dimethoxy-N,2-diphenylquinoline-4-amine

N-cyclohexyl-5,7-dimethoxy-2-phenylquinoline-4-amine

Refernces

• 1、 Alamgir, Mahiuddin,Black, David St C.,Bowyer, Paul K.,Condie, Glenn C.,Kumar, Naresh,Martinovic, Vesna,Sholihin, Hayat,Wood, Joanne. "Synthesis of dimethoxy activated benzimidazoles and bisbenzimidazoles". . p. 1189 - 1217. Retrieved 2020/09/18.
• 2、 Pandey, Ganesh,Koley, Suvajit,Talukdar, Ranadeep,Sahani, Pramod Kumar. "Cross-Dehydrogenating Coupling of Aldehydes with Amines/R-OTBS Ethers by Visible-Light Photoredox Catalysis: Synthesis of Amides, Esters, and Ureas". supporting information. p. 5861 - 5865. Retrieved 2018/09/21.