N¹-(3,4-dimethoxybenzyl)-N²-{2-[(3,4-dimethoxybenzyl)amino]ethyl}-1,2-ethanediamine

Base Information

• Chemical Name: N¹-(3,4-dimethoxybenzyl)-N²-{2-[(3,4-dimethoxybenzyl)amino]ethyl}-1,2-ethanediamine
• CAS No.: 165749-58-6
• Molecular Formula: C₂₂H₃₃N₃O₄
• Molecular Weight: 403.522

Synonyms:N¹-(3,4-dimethoxybenzyl)-N²-{2-[(3,4-dimethoxybenzyl)amino]ethyl}-1,2-ethanediamine

Chemical Property of N¹-(3,4-dimethoxybenzyl)-N²-{2-[(3,4-dimethoxybenzyl)amino]ethyl}-1,2-ethanediamine

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Technology Process of N¹-(3,4-dimethoxybenzyl)-N²-{2-[(3,4-dimethoxybenzyl)amino]ethyl}-1,2-ethanediamine

There total 1 articles about N¹-(3,4-dimethoxybenzyl)-N²-{2-[(3,4-dimethoxybenzyl)amino]ethyl}-1,2-ethanediamine 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: 65.0%

N,N''-bis<(3,4-dimethoxybenzo-1-yl)methylidene>diethylenetriamine (138966-69-5) → N1-(3,4-dimethoxybenzyl)-N2-{2-[(3,4-dimethoxybenzyl)amino]ethyl}-1,2-ethanediamine (165749-58-6)

Guidance literature:

With hydrogenchloride; sodium tetrahydroborate; In methanol; for 72h;

DOI:10.1016/0022-328X(94)05191-D

Reference yield: 44.4%

oxalic acid diethyl ester (95-92-1) + N1-(3,4-dimethoxybenzyl)-N2-{2-[(3,4-dimethoxybenzyl)amino]ethyl}-1,2-ethanediamine (165749-58-6) → 1-(3,4-dimethoxybenzyl)-4-{2-[(3,4-dimethoxybenzyl)amino]ethyl}piperazin-2,3-dione hydrochloride

Guidance literature:

oxalic acid diethyl ester; N¹-(3,4-dimethoxybenzyl)-N²-{2-[(3,4-dimethoxybenzyl)amino]ethyl}-1,2-ethanediamine; at 20 ℃; for 48h;

With hydrogenchloride; In water; pH=2 - 3;

DOI:10.1007/s11094-019-02045-5

Reference yield: 24.0%

ferrocenoyl chloride (1293-79-4) + N1-(3,4-dimethoxybenzyl)-N2-{2-[(3,4-dimethoxybenzyl)amino]ethyl}-1,2-ethanediamine (165749-58-6) → N,N'-bis[(3,4-dimethoxybenzo-1-yl)methyl]-N,N',N''-tris[ferroceneoxo]diethylenetriamine

Guidance literature:

With triethylamine; In dichloromethane; N2-atmosphere; addn. of Et3N and DMAP to Schiff base, dropwise addn. ofexcess ferrocenyl chloride (over 1 h), stirring for 16 h, refluxing for4 h; solvent removal (vac.), dissoln. in CH2Cl2, washing (water, aq. NaOH, aq. HCl, water), drying (MgSO4), filtration, vol. reduction (vac.), chromy. (Al2O3, CH2Cl2/MeOH=99:1; then Sephadex, MeOH), crystn. (MeOH); elem.anal.;

DOI:10.1016/0022-328X(94)05191-D

upstream raw materials:

N,N''-bis<(3,4-dimethoxybenzo-1-yl)methylidene>diethylenetriamine

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