N,3,4-Trimethoxy-N-methylbenzamide

Base Information

• Chemical Name: N,3,4-Trimethoxy-N-methylbenzamide
• CAS No.: 155586-38-2
• Molecular Formula: C11H15 N O4
• Molecular Weight: 225.244
• DSSTox Substance ID: DTXSID40566312
• Nikkaji Number: J2.379.643K
• Wikidata: Q82451883
• Mol file: 155586-38-2.mol

Synonyms:N,3,4-Trimethoxy-N-methylbenzamide;155586-38-2;Benzamide, N,3,4-trimethoxy-N-methyl-;DTXSID40566312;AKOS006037413;SB80182;AC-16694;CS-0447334;F79177;Boc-(S)-3-Amino-3-(2-methoxy-phenyl)-propionicacid;F1903-0125

Chemical Property of N,3,4-Trimethoxy-N-methylbenzamide

Chemical Property:

• Vapor Pressure: 5.08E-06mmHg at 25°C
• Melting Point: 55-57 °C
• Refractive Index: 1.511
• Boiling Point: 381.4°C at 760 mmHg
• Flash Point: 184.5°C
• PSA: 48.00000
• Density: 1.131g/cm³
• LogP: 1.33720
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 225.10010796
• Heavy Atom Count: 16
• Complexity: 234

Purity/Quality:

95%-98% ^*data from raw suppliers

N,3,4-TRIMETHOXY-N-METHYLBENZAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N,3,4-Trimethoxy-N-methylbenzamide

There total 4 articles about N,3,4-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: 96.0%

carbon monoxide (201230-82-2) + 4-Bromoveratrole (2859-78-1) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → N,3,4-trimethoxy-N-methylbenzamide (155586-38-2)

Guidance literature:

With potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 105 ℃; for 12h; under 2250.23 Torr; Inert atmosphere; Green chemistry;

DOI:10.1039/c4ra04614e

Reference yield: 90.0%

dicobalt octacarbonyl (15226-74-1,61091-28-9,61117-58-6) + 4-Bromoveratrole (2859-78-1) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → N,3,4-trimethoxy-N-methylbenzamide (155586-38-2)

Guidance literature:

With palladium diacetate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 90 ℃; for 1h; Sealed tube;

DOI:10.1080/00397911.2014.974610

Reference yield: 87.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + Veratric acid (93-07-2) → N,3,4-trimethoxy-N-methylbenzamide (155586-38-2)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1016/j.bmc.2012.05.059

upstream raw materials:

carbon monoxide

4-Bromoveratrole

N,O-dimethylhydroxylamine*hydrochloride

Veratric acid

Downstream raw materials:

1-(3,4-dimethoxyphenyl)ethanone

3-(N,N-dimethylamino)-1-(3,4-dimethoxyphenyl)propan-1-one

(3Z,6Z)-3-((5-tert-butyl-1H-imidazol-4-yl)methylene)-6-(3-(3,4-dimethoxybenzoyl)benzylidene)piperazine-2,5-dione

3-(3,4-dimethoxybenzoyl)benzaldehyde

Refernces

• 1、 Baburajan, Poongavanam,Elango, Kuppanagounder P.. "One-Pot Direct Synthesis of Weinreb Amides from Aryl and Hetero Aryl Halides Using Co 2(CO) 8 as an Effective CO Source under Conventional Thermal Heating". . p. 541 - 548. Retrieved 2015/10/29.
• 2、 Hayashi, Yoshio,Yamazaki, Yuri,Sumikura, Makiko,Masuda, Yurika,Hayashi, Yoshiki,Yasui, Hiroyuki,Kiso, Yoshiaki,Chinen, Takumi,Usui, Takeo,Yakushiji, Fumika,Potts, Barbara,Neuteboom, Saskia,Palladino, Michael,Lloyd, George Kenneth. "Synthesis and structure-activity relationships of benzophenone-bearing diketopiperazine-type anti-microtubule agents". experimental part. p. 4279 - 4289. Retrieved 2012/09/08.