2,6-dimethoxy-N-phenylbenzamide

Base Information

• Chemical Name: 2,6-dimethoxy-N-phenylbenzamide
• CAS No.: 1466-77-9
• Molecular Formula: C₁₅H₁₅NO₃
• Molecular Weight: 257.289
• DSSTox Substance ID: DTXSID101304711
• Mol file: 1466-77-9.mol

Synonyms:2,6-dimethoxy-N-phenylbenzamide

Chemical Property of 2,6-dimethoxy-N-phenylbenzamide

Chemical Property:

• XLogP3: 2
• 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:

2,6-DIMETHOXY-N-PHENYLBENZAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C(=CC=C1)OC)C(=O)NC2=CC=CC=C2

Technology Process of 2,6-dimethoxy-N-phenylbenzamide

There total 9 articles about 2,6-dimethoxy-N-phenylbenzamide 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: 91.0%

C15H18ClN2O9P*C6H15N (77331-20-5) + aniline (62-53-3) → 2,6-dimethoxy-N-phenylbenzamide (1466-77-9)

Guidance literature:

DOI:10.1016/S0040-4039(00)93682-7

Reference yield: 90.0%

2-6-dimethoxybenzoic acid (1466-76-8) + phenyl isocyanate (103-71-9) → 2,6-dimethoxy-N-phenylbenzamide (1466-77-9)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; palladium(II) trifluoroacetate; 6-methyl-2,2'-bipyridine; at 130 ℃; for 0.5h; Temperature; Sealed tube; Microwave irradiation;

DOI:10.1021/acs.organomet.9b00820

Reference yield: 73.0%

iodobenzene (591-50-4) + 2,6-dimethoxybenzaldehyde oxime → 2,6-dimethoxy-N-phenylbenzamide (1466-77-9)

Guidance literature:

With copper(II) ferrite; potassium carbonate; In neat (no solvent); at 150 ℃; for 12h; Green chemistry;

DOI:10.1039/c5ra22777a

upstream raw materials:

C₁₅H₁₈ClN₂O₉P*C₆H₁₅N

aniline

2-6-dimethoxybenzoic acid

2,6-dimethoxybenzoyl chloride

Downstream raw materials:

phenyl isocyanate

2,6-dimethoxy-cyclohexa-2,5-dienecarboxylic acid phenylamide

(2,6-Dimethoxy-benzoyl)-phenyl-carbamic acid isopropyl ester

Refernces

• 1、 Canty, Allan J.,Donnelly, Paul S.,McKay, Alasdair I.,O'Hair, Richard A. J.,Yang, Yang. "Palladium-Mediated CO2 Extrusion Followed by Insertion of Isocyanates for the Synthesis of Benzamides: Translating Fundamental Mechanistic Studies to Develop a Catalytic Protocol". . . Retrieved 2020/02/26.
• 2、 Choi, Sang Yoon,Kim, Sanghee,Hwang, Jae Sung,Lee, Byeong Gon,Kim, Hocheol,Kim, Sun Yeou. "Benzylamide derivative compound attenuates the ultraviolet B-induced hyperpigmentation in the brownish guinea pig skin". . p. 707 - 715. Retrieved 2007/10/03.