3-[3-(tert-butoxycarbonylamino)benzyl]-1-{[5-(3,5-dichlorophenyl)furfurylidene]amino}imidazolidine-2,4-dione

Base Information

• Chemical Name: 3-[3-(tert-butoxycarbonylamino)benzyl]-1-{[5-(3,5-dichlorophenyl)furfurylidene]amino}imidazolidine-2,4-dione
• CAS No.: 1403473-33-5
• Molecular Formula: C₂₆H₂₄Cl₂N₄O₅
• Molecular Weight: 543.406
• Mol file: 1403473-33-5.mol

Synonyms:3-[3-(tert-butoxycarbonylamino)benzyl]-1-{[5-(3,5-dichlorophenyl)furfurylidene]amino}imidazolidine-2,4-dione

Chemical Property of 3-[3-(tert-butoxycarbonylamino)benzyl]-1-{[5-(3,5-dichlorophenyl)furfurylidene]amino}imidazolidine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[3-(tert-butoxycarbonylamino)benzyl]-1-{[5-(3,5-dichlorophenyl)furfurylidene]amino}imidazolidine-2,4-dione

There total 4 articles about 3-[3-(tert-butoxycarbonylamino)benzyl]-1-{[5-(3,5-dichlorophenyl)furfurylidene]amino}imidazolidine-2,4-dione 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: 85.0%

1-{[5-(3,5-dichlorophenyl)furfurylidene]amino}imidazolidine-2,4-dione (1403473-24-4) + [3-[N-(tert-butoxycarbonyl)amino]phenyl]methyl bromide (118684-32-5) → 3-[3-(tert-butoxycarbonylamino)benzyl]-1-{[5-(3,5-dichlorophenyl)furfurylidene]amino}imidazolidine-2,4-dione (1403473-33-5)

Guidance literature:

1-{[5-(3,5-dichlorophenyl)furfurylidene]amino}imidazolidine-2,4-dione; With potassium carbonate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 0.166667h; Inert atmosphere;

[3-[N-(tert-butoxycarbonyl)amino]phenyl]methyl bromide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.bmc.2012.08.062

Reference yield:

furfural (98-01-1) → 3-[3-(tert-butoxycarbonylamino)benzyl]-1-{[5-(3,5-dichlorophenyl)furfurylidene]amino}imidazolidine-2,4-dione (1403473-33-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium nitrite; hydrogenchloride / water / 0.33 h / 0 - 110 °C

1.2: 0.25 h / 0 °C

1.3: 14 h / 0 - 20 °C

2.1: N,N-dimethyl-formamide / 5 h / 20 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 0.17 h / 0 - 20 °C / Inert atmosphere

3.2: 4 h / 0 - 20 °C / Inert atmosphere

With hydrogenchloride; potassium carbonate; sodium nitrite; In water; N,N-dimethyl-formamide; 1.1: |Meerwein Arylation / 1.2: |Meerwein Arylation / 1.3: |Meerwein Arylation;

DOI:10.1016/j.bmc.2012.08.062

Reference yield:

5-(3,5-dichlorophenyl)furan-2-carbaldehyde (106827-27-4) → 3-[3-(tert-butoxycarbonylamino)benzyl]-1-{[5-(3,5-dichlorophenyl)furfurylidene]amino}imidazolidine-2,4-dione (1403473-33-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N,N-dimethyl-formamide / 5 h / 20 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 0.17 h / 0 - 20 °C / Inert atmosphere

2.2: 4 h / 0 - 20 °C / Inert atmosphere

With potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2012.08.062

upstream raw materials:

furfural

5-(3,5-dichlorophenyl)furan-2-carbaldehyde

1-{[5-(3,5-dichlorophenyl)furfurylidene]amino}imidazolidine-2,4-dione

[3-[N-(tert-butoxycarbonyl)amino]phenyl]methyl bromide

Downstream raw materials:

3-(3-aminobenzyl)-1-{[5-(3,5-dichlorophenyl)furfurylidene]amino}imidazolidine-2,4-dione