3,4-dimethoxy-N-methylaniline

Base Information

• Chemical Name: 3,4-dimethoxy-N-methylaniline
• CAS No.: 35162-34-6
• Molecular Formula: C9H13NO2
• Molecular Weight: 167.208
• Hs Code.: 2922299090
• European Community (EC) Number: 692-089-3
• Nikkaji Number: J1.663.691F
• Mol file: 35162-34-6.mol

Synonyms:Benzamide,3,4-dimethoxy-N-methyl-5-nitro;N-methyl-3,4-dimethoxyaniline;3,4-dimethoxy-N-methylbenzenamine;3,4-Dimethoxy-N-methyl-anilin;3,4-dimethoxy-N-methyl-aniline;3,4-dimethoxy-N-methyl-5-nitro-benzamide;

Chemical Property of 3,4-dimethoxy-N-methylaniline

Chemical Property:

• PSA: 30.49000
• LogP: 1.81850
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 167.094628657
• Heavy Atom Count: 12
• Complexity: 130

Purity/Quality:

98%Min ^*data from raw suppliers

3,4-dimethoxy-N-methylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1=CC(=C(C=C1)OC)OC

Technology Process of 3,4-dimethoxy-N-methylaniline

There total 19 articles about 3,4-dimethoxy-N-methylaniline 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%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 3,4-dimethoxyaniline (6315-89-5) → N-methyl-3,4-dimethoxyaniline (35162-34-6)

Guidance literature:

formaldehyd; 3,4-dimethoxyaniline; With sodium methylate; In methanol; at 20 ℃; for 20h; Inert atmosphere;

With sodium tetrahydroborate; In methanol; at 80 ℃; for 5.5h; Inert atmosphere;

DOI:10.1021/jacs.7b10529

Reference yield: 94.0%

1,2-dimethoxybenzene (91-16-7) + O-(p-toluenesulfonyl)-N-methylhydroxylamine (25370-97-2) → N-methyl-3,4-dimethoxyaniline (35162-34-6)

Guidance literature:

With air; at 20 ℃; for 36h; chemoselective reaction;

DOI:10.1002/adsc.202100236

Reference yield: 91.0%

N-((1,1-dimethylethyl)oxycarbonyl)-3,4-dimethoxyaniline (102421-43-2) → N-methyl-3,4-dimethoxyaniline (35162-34-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; Reflux;

DOI:10.1039/c2nj40567a

upstream raw materials:

3',4'-dimethoxyacetanilide

3,4-dimethoxyaniline

methyl iodide

3,4-dimethoxyphenylisocyanate

Downstream raw materials:

6-[(3,4-Dimethoxy-phenyl)-methyl-amino]-3-nitro-pyridine-2-carbonitrile

N-methyl-N-(4,4,4-trifluoroacetoacetyl)-3,4-dimethoxyanilide

4-hydroxy-6,7-dimethoxy-1-methyl-3-phenylquinolin-2(1H)-one

(N-(3,4-dimethoxyphenyl)-Nmethylacridin-9-amine)

Refernces

• 1、 Gockel, Samuel N.,Buchanan, Travis L.,Hull, Kami L.. "Erratum: Cu-Catalyzed Three-Component Carboamination of Alkenes (J. Am. Chem. Soc. (2018) 140:1 (58?61) DOI: 10.1021/jacs.7b10529)". supporting information. p. 6019 - 6020. Retrieved 2021/05/13.
• 2、 Wang, Tao,Hoffmann, Marvin,Dreuw, Andreas,Hasagi?, Edina,Hu, Chao,Stein, Philipp M.,Witzel, Sina,Shi, Hongwei,Yang, Yangyang,Rudolph, Matthias,Stuck, Fabian,Rominger, Frank,Kerscher, Marion,Comba, Peter,Hashmi, A. Stephen K.. "A Metal-Free Direct Arene C?H Amination". supporting information. p. 2783 - 2795. Retrieved 2021/04/05.