1-(2,5-Dimethoxyphenyl)-N-methylmethanamine

Base Information

• Chemical Name: 1-(2,5-Dimethoxyphenyl)-N-methylmethanamine
• CAS No.: 229486-99-1
• Molecular Formula: C₁₀H₁₅NO₂
• Molecular Weight: 181.235
• DSSTox Substance ID: DTXSID90588468
• Wikidata: Q82481153
• Mol file: 229486-99-1.mol

Synonyms:229486-99-1;1-(2,5-Dimethoxyphenyl)-N-methylmethanamine;N-(2,5-Dimethoxybenzyl)-N-methylamine;[(2,5-dimethoxyphenyl)methyl](methyl)amine;SCHEMBL1254174;DTXSID90588468;N-Methyl-2,5-dimethoxybenzylamine;AKOS000140630;MCULE-1234805586;DB-086518;EN300-32086;G62455;F2169-1258

Chemical Property of 1-(2,5-Dimethoxyphenyl)-N-methylmethanamine

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 181.110278721
• Heavy Atom Count: 13
• Complexity: 141

Purity/Quality:

98% ^*data from raw suppliers

N-(2,5-Dimethoxybenzyl)-N-methylamine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CNCC1=C(C=CC(=C1)OC)OC
• Uses: [(2,5-Dimethoxyphenyl)methyl](methyl)amine is a useful reagent in the stereoselective synthesis of trans-?2-?substituted-?cyclopropylamines from α-?chloroaldehydes.

Technology Process of 1-(2,5-Dimethoxyphenyl)-N-methylmethanamine

There total 4 articles about 1-(2,5-Dimethoxyphenyl)-N-methylmethanamine 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%

[1-(2,5-Dimethoxy-phenyl)-meth-(Z)-ylidene]-methyl-amine (114943-72-5) → N-methyl-N-[(2,5-dimethoxyphenyl)methyl]amine (229486-99-1)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 20 ℃; for 20h;

DOI:10.1016/j.bmc.2006.09.026

Reference yield: 61.0%

methylamine hydrochloride (593-51-1) + 2,5-dimethoxybenzaldehyde (93-02-7) → N-methyl-N-[(2,5-dimethoxyphenyl)methyl]amine (229486-99-1)

Guidance literature:

methylamine hydrochloride; With potassium carbonate; In methanol; at 0 ℃; for 0.5h; Inert atmosphere;

2,5-dimethoxybenzaldehyde; In methanol; at 0 - 20 ℃; Inert atmosphere;

With methanol; sodium tetrahydroborate; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b03172

Reference yield:

[1-(2,5-Dimethoxy-phenyl)-meth-(E)-ylidene]-methyl-amine → N-methyl-N-[(2,5-dimethoxyphenyl)methyl]amine (229486-99-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; Yield given;

DOI:10.1055/s-1999-3094

upstream raw materials:

[1-(2,5-Dimethoxy-phenyl)-meth-(Z)-ylidene]-methyl-amine

2,5-dimethoxybenzaldehyde

methylamine hydrochloride

Downstream raw materials:

3-benzyloxycarbonylamino-N-(3,6-dioxo-cyclohexa-1,4-dienylmethyl)-N-methyl-succinamic acid methyl ester

(3S)-methyl 3-amino-4-butanoate

N-(2,5-dimethoxyphenyl)methyl-N-methyl-cis-3-phenylsulfanylacrylamide

3-benzyloxycarbonylamino-N-(2,5-dimethoxy-benzyl)-N-methyl-succinamic acid methyl ester

Refernces

• 1、 Piazzi, Lorna,Belluti, Federica,Bisi, Alessandra,Gobbi, Silvia,Rizzo, Stefano,Bartolini, Manuela,Andrisano, Vincenza,Recanatini, Maurizio,Rampa, Angela. "Cholinesterase inhibitors: SAR and enzyme inhibitory activity of 3-[ω-(benzylmethylamino)alkoxy]xanthen-9-ones". . p. 575 - 585. Retrieved 2008/03/12.