furan-2-carboxylic acid (4-{[3-bromo-5-(2-chlorobenzyl)-2-hydroxybenzylidene]amino}phenyl)amide

Base Information

• Chemical Name: furan-2-carboxylic acid (4-{[3-bromo-5-(2-chlorobenzyl)-2-hydroxybenzylidene]amino}phenyl)amide
• CAS No.: 384825-09-6
• Molecular Formula: C₂₅H₁₈BrClN₂O₃
• Molecular Weight: 509.787

Synonyms:furan-2-carboxylic acid (4-{[3-bromo-5-(2-chlorobenzyl)-2-hydroxybenzylidene]amino}phenyl)amide

Chemical Property of furan-2-carboxylic acid (4-{[3-bromo-5-(2-chlorobenzyl)-2-hydroxybenzylidene]amino}phenyl)amide

Chemical Property:

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Technology Process of furan-2-carboxylic acid (4-{[3-bromo-5-(2-chlorobenzyl)-2-hydroxybenzylidene]amino}phenyl)amide

There total 10 articles about furan-2-carboxylic acid (4-{[3-bromo-5-(2-chlorobenzyl)-2-hydroxybenzylidene]amino}phenyl)amide 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: 52.0%

3-bromo-5-(2-chloro-benzyl)-2-hydroxybenzaldehyde (378763-53-2) + furan-2-carboxylic acid (4-aminophenyl)amide (21838-58-4) → furan-2-carboxylic acid (4-{[3-bromo-5-(2-chlorobenzyl)-2-hydroxybenzylidene]amino}phenyl)amide (384825-09-6)

Guidance literature:

In ethanol; for 2h; Reflux;

DOI:10.1016/j.ejmech.2014.06.029

Reference yield:

2-chlorophenylmagnesium bromide (36692-27-0) → furan-2-carboxylic acid (4-{[3-bromo-5-(2-chlorobenzyl)-2-hydroxybenzylidene]amino}phenyl)amide (384825-09-6)

Guidance literature:

Multi-step reaction with 5 steps

1: tetrahydrofuran / 2 h / Cooling with ice

2: trifluoroacetic acid; triethylsilane / dichloromethane / 1 h / 20 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / Cooling with ice

4: manganese(IV) oxide / dichloromethane; methanol / 8 h / 20 °C

5: ethanol / 2 h / Reflux

With triethylsilane; manganese(IV) oxide; lithium aluminium tetrahydride; trifluoroacetic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane;

DOI:10.1016/j.ejmech.2014.06.029

Reference yield:

2-bromo-4-(2-chloro-benzyl)-6-hydroxymethylphenol (1621260-90-9) → furan-2-carboxylic acid (4-{[3-bromo-5-(2-chlorobenzyl)-2-hydroxybenzylidene]amino}phenyl)amide (384825-09-6)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / Cooling with ice

2: manganese(IV) oxide / dichloromethane; methanol / 8 h / 20 °C

3: ethanol / 2 h / Reflux

With manganese(IV) oxide; lithium aluminium tetrahydride; In tetrahydrofuran; methanol; ethanol; dichloromethane;

DOI:10.1016/j.ejmech.2014.06.029

upstream raw materials:

2-chlorophenylmagnesium bromide

4-nitro-aniline

2-furancarbonyl chloride

3-bromo-5-(2-chloro-benzyl)-2-hydroxybenzoic acid methyl ester

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