Bis(2,4-dimethoxybenzyl)amine

Base Information

• Chemical Name: Bis(2,4-dimethoxybenzyl)amine
• CAS No.: 20781-23-1
• Molecular Formula: C18H23NO4
• Molecular Weight: 317.385
• Hs Code.: 2922299090
• European Community (EC) Number: 244-037-2
• DSSTox Substance ID: DTXSID00174871
• Nikkaji Number: J225.334H
• Wikidata: Q72445116
• Mol file: 20781-23-1.mol

Synonyms:Bis(2,4-dimethoxybenzyl)amine;20781-23-1;EINECS 244-037-2;1-(2,4-dimethoxyphenyl)-N-[(2,4-dimethoxyphenyl)methyl]methanamine;Benzenemethanamine, N-[(2,4-dimethoxyphenyl)methyl]-2,4-dimethoxy-;MFCD00040480;bis[(2,4-dimethoxyphenyl)methyl]amine;SCHEMBL783785;bis-(2,4-Dimethoxybenzyl)amine;DTXSID00174871;BDBM507219;BCP18738;CS-D1722;AKOS015851848;AC-5239;GS-4031;US11046680, Example 98.0;AM803490;BP-21309;SY013407;FT-0650674

Chemical Property of Bis(2,4-dimethoxybenzyl)amine

Chemical Property:

• Vapor Pressure: 4.6E-08mmHg at 25°C
• Refractive Index: 1.542
• Boiling Point: 443.534 °C at 760 mmHg
• PKA: 7.90±0.20(Predicted)
• Flash Point: 188.736 °C
• PSA: 48.95000
• Density: 1.103 g/cm³
• LogP: 3.40170
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 317.16270821
• Heavy Atom Count: 23
• Complexity: 298

Purity/Quality:

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

Bis(2,4-Dimethoxybenzyl)amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)CNCC2=C(C=C(C=C2)OC)OC)OC
• Uses: Bis(2,4-Dimethoxybenzyl)amine is used in the preparation of TLR8 agonists.

Technology Process of Bis(2,4-dimethoxybenzyl)amine

There total 8 articles about Bis(2,4-dimethoxybenzyl)amine 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: 99.0%

2,4-Dimethoxybenzylamine (20781-20-8) + 2,4-Dimethoxybenzaldehyde (613-45-6) → bis(2,4-dimethoxybenzyl)amine (20781-23-1)

Guidance literature:

With sodium tris(acetoxy)borohydride; In tetrahydrofuran; at 20 ℃;

Reference yield: 89.0%

[Benzotriazol-1-yl-(2,4-dimethoxy-phenyl)-methyl]-[1-(2,4-dimethoxy-phenyl)-meth-(E)-ylidene]-amine (137406-93-0) → bis(2,4-dimethoxybenzyl)amine (20781-23-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 0.5h; Ambient temperature;

DOI:10.1055/s-1991-26551

Reference yield: 83.0%

2,4-dimethoxybenzonitrile (4107-65-7) → 2,4-Dimethoxybenzylamine (20781-20-8) + bis(2,4-dimethoxybenzyl)amine (20781-23-1)

Guidance literature:

With sodium tetrahydroborate; nickel dichloride; In ethanol; at 20 ℃; for 0.0833333h;

DOI:10.1081/SCC-120003619

upstream raw materials:

2,4-Dimethoxybenzylamine

2,4-Dimethoxybenzaldehyde

[Benzotriazol-1-yl-(2,4-dimethoxy-phenyl)-methyl]-[1-(2,4-dimethoxy-phenyl)-meth-(E)-ylidene]-amine

2,4-dimethoxybenzonitrile

Downstream raw materials:

4-methoxyphenyl bis(2,4-dimethoxybenzyl)sulfamate

4-methoxyphenyl bis(2,4-dimethoxybenzyl)sulfamate

3-chlorophenyl bis(2,4-dimethoxybenzyl)sulfamate

2-chlorophenyl bis(2,4-dimethoxybenzyl)sulfamate

Refernces

• 1、 -. "HETEROARYL-SUBSTITUTED TRIAZOLES AS APJ RECEPTOR AGONISTS". Paragraph 0395. . Retrieved 2018/06/12.
• 2、 -. "FUSED HETEROCYCLIC COMPOUND AND APPLICATION THEREOF". Paragraph 0570; 0571. . Retrieved 2013/06/04.