Acetic acid 5-chloro-2-[(methoxycarbamoyl-methyl)-(2-nitro-benzyl)-carbamoyl]-benzofuran-6-yl ester

Base Information

• Chemical Name: Acetic acid 5-chloro-2-[(methoxycarbamoyl-methyl)-(2-nitro-benzyl)-carbamoyl]-benzofuran-6-yl ester
• CAS No.: 145629-25-0
• Molecular Formula: C₂₁H₁₈ClN₃O₈
• Molecular Weight: 475.842

Synonyms:Acetic acid 5-chloro-2-[(methoxycarbamoyl-methyl)-(2-nitro-benzyl)-carbamoyl]-benzofuran-6-yl ester

Chemical Property of Acetic acid 5-chloro-2-[(methoxycarbamoyl-methyl)-(2-nitro-benzyl)-carbamoyl]-benzofuran-6-yl ester

Chemical Property:

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Technology Process of Acetic acid 5-chloro-2-[(methoxycarbamoyl-methyl)-(2-nitro-benzyl)-carbamoyl]-benzofuran-6-yl ester

There total 12 articles about Acetic acid 5-chloro-2-[(methoxycarbamoyl-methyl)-(2-nitro-benzyl)-carbamoyl]-benzofuran-6-yl ester 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:

4-Chlororesorcinol (95-88-5) → Acetic acid 5-chloro-2-[(methoxycarbamoyl-methyl)-(2-nitro-benzyl)-carbamoyl]-benzofuran-6-yl ester (145629-25-0)

Guidance literature:

Multi-step reaction with 10 steps

1: 1.) HCl(g), 2.) H₂O / 1.) Et₂O, 0 deg C, 2 h, 2.) reflux

2: 49 percent / Et₃N / tetrahydrofuran / 3 h / Ambient temperature

3: K₂CO₃ / acetone / 5 h / Heating

4: ethanol. KOH / 2 h / Heating

5: (COCl)2, DMF / tetrahydrofuran; CH₂Cl₂ / 1 h / Ambient temperature

6: NaHCO₃ / H₂O; tetrahydrofuran; CH₂Cl₂ / 0.75 h

7: 2 M aq. HCl / dioxane / 36 h / Heating

8: 98 percent Chromat_. / pyridine / 4 h / Ambient temperature

9: N-methylmorpholine / tetrahydrofuran / 0.75 h / 0 °C

10: tetrahydrofuran / 0.75 h / Ambient temperature

With 4-methyl-morpholine; pyridine; hydrogenchloride; potassium hydroxide; oxalyl dichloride; water; sodium hydrogencarbonate; potassium carbonate; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; acetone;

DOI:10.1021/ja00055a025

Reference yield:

2,4-dihydroxy-5-chlorobenzaldehyde (131088-02-3) → Acetic acid 5-chloro-2-[(methoxycarbamoyl-methyl)-(2-nitro-benzyl)-carbamoyl]-benzofuran-6-yl ester (145629-25-0)

Guidance literature:

Multi-step reaction with 9 steps

1: 49 percent / Et₃N / tetrahydrofuran / 3 h / Ambient temperature

2: K₂CO₃ / acetone / 5 h / Heating

3: ethanol. KOH / 2 h / Heating

4: (COCl)2, DMF / tetrahydrofuran; CH₂Cl₂ / 1 h / Ambient temperature

5: NaHCO₃ / H₂O; tetrahydrofuran; CH₂Cl₂ / 0.75 h

6: 2 M aq. HCl / dioxane / 36 h / Heating

7: 98 percent Chromat_. / pyridine / 4 h / Ambient temperature

8: N-methylmorpholine / tetrahydrofuran / 0.75 h / 0 °C

9: tetrahydrofuran / 0.75 h / Ambient temperature

With 4-methyl-morpholine; pyridine; hydrogenchloride; potassium hydroxide; oxalyl dichloride; sodium hydrogencarbonate; potassium carbonate; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; acetone;

DOI:10.1021/ja00055a025

Reference yield:

ethyl 2-((2-nitrobenzyl)amino)acetate (50794-15-5) → Acetic acid 5-chloro-2-[(methoxycarbamoyl-methyl)-(2-nitro-benzyl)-carbamoyl]-benzofuran-6-yl ester (145629-25-0)

Guidance literature:

Multi-step reaction with 5 steps

1: NaHCO₃ / H₂O; tetrahydrofuran; CH₂Cl₂ / 0.75 h

2: 2 M aq. HCl / dioxane / 36 h / Heating

3: 98 percent Chromat_. / pyridine / 4 h / Ambient temperature

4: N-methylmorpholine / tetrahydrofuran / 0.75 h / 0 °C

5: tetrahydrofuran / 0.75 h / Ambient temperature

With 4-methyl-morpholine; pyridine; hydrogenchloride; sodium hydrogencarbonate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water;

DOI:10.1021/ja00055a025

upstream raw materials:

O-Methylhydroxylamin

4-Chlororesorcinol

2,4-dihydroxy-5-chlorobenzaldehyde

ethyl 2-((2-nitrobenzyl)amino)acetate

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