N,N′-[(carboxylato)methyl]-N,N′-[[(6-carboxylato)pyridin-2-yl]methyl]-1-(p-benzylisothiocyanato)-1,2-diaminoethane

Base Information

• Chemical Name: N,N′-[(carboxylato)methyl]-N,N′-[[(6-carboxylato)pyridin-2-yl]methyl]-1-(p-benzylisothiocyanato)-1,2-diaminoethane
• CAS No.: 1450624-97-1
• Molecular Formula: C₂₈H₂₇N₅O₈S
• Molecular Weight: 593.617
• Mol file: 1450624-97-1.mol

Synonyms:

Chemical Property of N,N′-[(carboxylato)methyl]-N,N′-[[(6-carboxylato)pyridin-2-yl]methyl]-1-(p-benzylisothiocyanato)-1,2-diaminoethane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N′-[(carboxylato)methyl]-N,N′-[[(6-carboxylato)pyridin-2-yl]methyl]-1-(p-benzylisothiocyanato)-1,2-diaminoethane

There total 8 articles about N,N′-[(carboxylato)methyl]-N,N′-[[(6-carboxylato)pyridin-2-yl]methyl]-1-(p-benzylisothiocyanato)-1,2-diaminoethane 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: 25.0%

N,N′-[(tert-butoxycarbonyl)methyl]-N,N′-[[(6-tert-butoxycarbonyl)pyridin-2-yl]methyl]-1-(p-nitrobenzyl)-1,2-diaminoethane (1605289-49-3) → N,N′-[(carboxylato)methyl]-N,N′-[[(6-carboxylato)pyridin-2-yl]methyl]-1-(p-benzylisothiocyanato)-1,2-diaminoethane (1450624-97-1)

Guidance literature:

N,N′-[(tert-butoxycarbonyl)methyl]-N,N′-[[(6-tert-butoxycarbonyl)pyridin-2-yl]methyl]-1-(p-nitrobenzyl)-1,2-diaminoethane; With hydrogenchloride; palladium on carbon; hydrogen; pyrographite; palladium; acetic acid; In acetonitrile; at 20 ℃; for 1h;

With thiophosgene; In chloroform; at 20 ℃;

DOI:10.1039/c4dt00239c

Reference yield:

1-(p-nitrobenzyl)ethylenediamine → N,N′-[(carboxylato)methyl]-N,N′-[[(6-carboxylato)pyridin-2-yl]methyl]-1-(p-benzylisothiocyanato)-1,2-diaminoethane (1450624-97-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydrogencarbonate / tetrahydrofuran / 50 °C

2.1: sodium carbonate / N,N-dimethyl-formamide / 48 h / 80 °C

3.1: sodium carbonate; thiophenol / tetrahydrofuran / 48 h / 60 °C

4.1: sodium carbonate / acetonitrile / 48 h / 80 °C

5.1: hydrogenchloride; palladium on carbon; palladium; pyrographite; acetic acid; hydrogen / acetonitrile / 1 h / 20 °C

5.2: 20 °C

With hydrogenchloride; palladium on carbon; hydrogen; sodium hydrogencarbonate; sodium carbonate; pyrographite; palladium; acetic acid; thiophenol; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1039/c4dt00239c

Reference yield:

N,N′-(2-nitrobenzenesulfonamide)-1-(p-nitrobenzyl)-1,2-diaminoethane (1450624-93-7) → N,N′-[(carboxylato)methyl]-N,N′-[[(6-carboxylato)pyridin-2-yl]methyl]-1-(p-benzylisothiocyanato)-1,2-diaminoethane (1450624-97-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium carbonate / N,N-dimethyl-formamide / 48 h / 80 °C

2.1: sodium carbonate; thiophenol / tetrahydrofuran / 48 h / 60 °C

3.1: sodium carbonate / acetonitrile / 48 h / 80 °C

4.1: hydrogenchloride; palladium on carbon; palladium; pyrographite; acetic acid; hydrogen / acetonitrile / 1 h / 20 °C

4.2: 20 °C

With hydrogenchloride; palladium on carbon; hydrogen; sodium carbonate; pyrographite; palladium; acetic acid; thiophenol; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1039/c4dt00239c

upstream raw materials:

N,N′-(2-nitrobenzenesulfonamide)-1-(p-nitrobenzyl)-1,2-diaminoethane

N,N′-(2-nitrobenzenesulfonamide)-N,N″-[[6-(methoxycarbonyl)-pyridin-2-yl]methyl]-1-(p-nitrobenzyl)-1,2-diaminoethane

N,N′-[[6-(methoxycarbonyl)pyridin-2-yl]methyl]-1-(p-nitrobenzyl)-1,2-diaminoethane

N,N′-[(tert-butoxycarbonyl)methyl]-N,N′-[[(6-tert-butoxycarbonyl)pyridin-2-yl]methyl]-1-(p-nitrobenzyl)-1,2-diaminoethane