5-bromo-4-chloro-N-[(allyloxycarbonyl)methyl]isatoic anhydride

Base Information

• Chemical Name: 5-bromo-4-chloro-N-[(allyloxycarbonyl)methyl]isatoic anhydride
• CAS No.: 1607828-46-5
• Molecular Formula: C₁₃H₉BrClNO₅
• Molecular Weight: 374.575
• Mol file: 1607828-46-5.mol

Synonyms:5-bromo-4-chloro-N-[(allyloxycarbonyl)methyl]isatoic anhydride

Chemical Property of 5-bromo-4-chloro-N-[(allyloxycarbonyl)methyl]isatoic anhydride

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 5-bromo-4-chloro-N-[(allyloxycarbonyl)methyl]isatoic anhydride

There total 1 articles about 5-bromo-4-chloro-N-[(allyloxycarbonyl)methyl]isatoic anhydride 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: 84.0%

allyl bromoacetate (40630-84-0) + 5-bromo-4-chloroisatoic anhydride (910123-20-5) → 5-bromo-4-chloro-N-[(allyloxycarbonyl)methyl]isatoic anhydride (1607828-46-5)

Guidance literature:

5-bromo-4-chloroisatoic anhydride; With sodium hydride; In N,N-dimethyl-formamide; for 0.75h; Inert atmosphere; Cooling with ice;

allyl bromoacetate; In N,N-dimethyl-formamide; Inert atmosphere;

DOI:10.1002/ejoc.201301198

Reference yield: 84.0%

5-bromo-4-chloro-N-[(allyloxycarbonyl)methyl]isatoic anhydride (1607828-46-5) + allyl alcohol (107-18-6) → 5-bromo-4-chloro-N-[(allyloxycarbonyl)methyl]anthranilic acid allyl ester (1607828-49-8)

Guidance literature:

With sodium hydride; at 20 ℃; for 6.5h; Inert atmosphere;

DOI:10.1002/ejoc.201301198

Reference yield:

5-bromo-4-chloro-N-[(allyloxycarbonyl)methyl]isatoic anhydride (1607828-46-5) → (5-bromo-6-chloroindol-3-yl)-β-D-galactopyranoside (93863-88-8,198402-60-7,878495-64-8)

Guidance literature:

Multi-step reaction with 6 steps

1: sodium hydride / 6.5 h / 20 °C / Inert atmosphere

2: potassium tert-butylate / diethyl ether / 2 h / 40 - 45 °C / Inert atmosphere

3: tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate / water; dichloromethane / 20 °C

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; morpholine / tetrahydrofuran / 20 °C

5: potassium carbonate; silver(I) acetate / 0.33 h / 90 - 95 °C

6: sodium methylate / methanol / 20 °C

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium tert-butylate; sodium methylate; silver(I) acetate; tetra(n-butyl)ammonium hydrogensulfate; sodium hydride; potassium carbonate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; 2: |Dieckmann Condensation;

DOI:10.1002/ejoc.201301198

upstream raw materials:

allyl bromoacetate

5-bromo-4-chloroisatoic anhydride

Downstream raw materials:

(5-bromo-6-chloroindol-3-yl)-β-D-galactopyranoside

5-bromo-4-chloro-N-[(allyloxycarbonyl)methyl]anthranilic acid allyl ester

Refernces