1-(3,4-dimethoxyphenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]methanimine

Base Information

• Chemical Name: 1-(3,4-dimethoxyphenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]methanimine
• CAS No.: 18034-37-2
• Molecular Formula: C19H23 N O4
• Molecular Weight: 329.396
• NSC Number: 194244
• DSSTox Substance ID: DTXSID20307684
• ChEMBL ID: CHEMBL3183678
• Mol file: 18034-37-2.mol

Synonyms:MLS003107009;18034-37-2;NSC194244;CHEMBL3183678;DTXSID20307684;AKOS024359701;NSC-194244;SMR001821890

Chemical Property of 1-(3,4-dimethoxyphenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]methanimine

Chemical Property:

• Vapor Pressure: 3.53E-08mmHg at 25°C
• Boiling Point: 459.2°Cat760mmHg
• Flash Point: 185.9°C
• Density: 1.06g/cm³
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 329.16270821
• Heavy Atom Count: 24
• Complexity: 376

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)CCN=CC2=CC(=C(C=C2)OC)OC)OC

Technology Process of 1-(3,4-dimethoxyphenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]methanimine

There total 2 articles about 1-(3,4-dimethoxyphenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]methanimine 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: 88.0%

3,4-dimethoxy-benzaldehyde (120-14-9) + 2-(3,4-dimethoxyphenyl)-ethylamine (120-20-7) → N-<2-(3,4-dimethoxybenzyl)ethyl>-3,4-dimethoxybenzaldimine (18034-37-2)

Guidance literature:

In benzene; for 3h; Heating;

DOI:10.1016/S0040-4020(01)88259-4

Reference yield:

2,2-dibromo-1-(3,4-dimethoxyphenyl)ethan-1-one (63987-72-4) + 2-(3,4-dimethoxyphenyl)-ethylamine (120-20-7) → N-<2-(3,4-dimethoxybenzyl)ethyl>-3,4-dimethoxybenzaldimine (18034-37-2) + C20H23NO5

Guidance literature:

With potassium phosphate; sodium iodide; In sulfolane; at 20 - 35 ℃; Inert atmosphere;

DOI:10.1055/s-0031-1290655

Reference yield: 93.0%

N-<2-(3,4-dimethoxybenzyl)ethyl>-3,4-dimethoxybenzaldimine (18034-37-2) → N-<2-(3,4-dimethoxybenzyl)(3,4-dimethoxyphenyl)>ethanamine (24997-85-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 12h; under 2068.6 Torr;

DOI:10.1016/S0040-4020(01)88259-4

upstream raw materials:

3,4-dimethoxy-benzaldehyde

2-(3,4-dimethoxyphenyl)-ethylamine

2,2-dibromo-1-(3,4-dimethoxyphenyl)ethan-1-one

Downstream raw materials:

N-<2-(3,4-dimethoxybenzyl)(3,4-dimethoxyphenyl)>ethanamine

N-(3,4-dimethoxybenzyl)-N'-methyl-2-(3,4-dimethoxyphenyl)ethanamine

N-(3,4-dimethoxybenzyl)-N'-formyl-2-(3,4-dimethoxyphenyl)ethanamine

4,4'-(2-aza-butanediyl)-di-pyrocatechol

Refernces

• 1、 Shankar,More, Satish S.,Madhubabu,Vembu,Syam Kumar. "Synthesis of isoquinoline alkaloids via oxidative amidation-bischler- napieralski reaction". supporting information; experimental part. p. 1013 - 1020. Retrieved 2012/06/01.
• 2、 Allef, Petra,Kunz, Horst. "Glycosylation-induced asymmetric synthesis of 1-substituted tetrahydroisoquinolines". . p. 421 - 436. Retrieved 2008/09/17.