3,4,5-trimethoxy-N-methylbenzamide

Base Information

• Chemical Name: 3,4,5-trimethoxy-N-methylbenzamide
• CAS No.: 55100-33-9
• Molecular Formula: C11H15NO4
• Molecular Weight: 225.244
• Hs Code.: 2924299090
• European Community (EC) Number: 668-066-9
• DSSTox Substance ID: DTXSID00356211
• Wikidata: Q82135444
• Mol file: 55100-33-9.mol

Synonyms:3,4,5-trimethoxy-N-methylbenzamide;55100-33-9;N-methyl-3,4,5-trimethoxybenzamide;Oprea1_608727;SCHEMBL4143482;DTXSID00356211;KGCVQLXXCMENQK-UHFFFAOYSA-N;AKOS008543180;AP-065/13116303

Chemical Property of 3,4,5-trimethoxy-N-methylbenzamide

Chemical Property:

• PSA: 60.28000
• LogP: 1.64680
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 225.10010796
• Heavy Atom Count: 16
• Complexity: 220

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-METHYL-3,4,5-TRIMETHOXYBENZAMIDE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CNC(=O)C1=CC(=C(C(=C1)OC)OC)OC

Technology Process of 3,4,5-trimethoxy-N-methylbenzamide

There total 12 articles about 3,4,5-trimethoxy-N-methylbenzamide 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: 89.0%

methanol (67-56-1) + 3,4,5-trimethoxybenzaldehyde oxime (39201-89-3) → N-methyl-3,4,5-trimethoxybenzamide (55100-33-9)

Guidance literature:

With C₅₄H₄₃ClN₃P₂Ru⁽¹⁺⁾*F₆P^(1-); caesium carbonate; In toluene; at 140 ℃; for 24h; Inert atmosphere; Schlenk technique; Green chemistry;

DOI:10.1002/adsc.201900962

Reference yield: 73.0%

bis(1-methyl-1-phenylethyl)peroxide (80-43-3) + 3,4,5-trimethoxybenzamide (3086-62-2) → N-methyl-3,4,5-trimethoxybenzamide (55100-33-9)

Guidance literature:

With copper(l) chloride; In chlorobenzene; at 130 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1021/ol401362k

Reference yield: 71.0%

methanol (67-56-1) + 3,4,5-trimethoxybenzonitrile (1885-35-4) → N-methyl-3,4,5-trimethoxybenzamide (55100-33-9)

Guidance literature:

With tris(2-diphenylphosphinoethyl)phosphine; potassium tert-butylate; water; caesium carbonate; cobalt(II) bromide; In m-xylene; at 140 ℃; for 36h; Green chemistry;

DOI:10.1021/acscatal.9b03916

upstream raw materials:

2-bromo-3,4,5-trimethoxy-N-methylbenzamide

acetone

methylamine

Eudesmic acid

Downstream raw materials:

3,4,5-trimethoxy-benzaldehyde

3,4,5-trimethoxybenzylamine

6,7-Dimethoxy-2-methyl-1-(3,4,5-trimethoxy-phenyl)-2H-isoquinolin-3-one

2-bromo-3,4,5-trimethoxy-N-methylbenzamide

Refernces

• 1、 Sureshbabu, Popuri,Azeez, Sadaf,Muniyappan, Nalluchamy,Sabiah, Shahulhameed,Kandasamy, Jeyakumar. "Chemoselective Synthesis of Aryl Ketones from Amides and Grignard Reagents via C(O)-N Bond Cleavage under Catalyst-Free Conditions". . p. 11823 - 11838. Retrieved 2019/10/02.
• 2、 Paul, Bhaskar,Maji, Milan,Kundu, Sabuj. "Atom-Economical and Tandem Conversion of Nitriles to N-Methylated Amides Using Methanol and Water". . p. 10469 - 10476. Retrieved 2019/11/05.