Methyl 4-(acetylaMino)-3-broMo-5-chloro-2-hydroxybenzoate

Base Information

• Chemical Name: Methyl 4-(acetylaMino)-3-broMo-5-chloro-2-hydroxybenzoate
• CAS No.: 232941-14-9
• Molecular Formula: C10H9BrClNO4
• Molecular Weight: 322.53976
• Mol file: 232941-14-9.mol

Synonyms:Methyl 4-acetamido-3-bromo-5-chloro-2-hydroxybenzoate

Chemical Property of Methyl 4-(acetylaMino)-3-broMo-5-chloro-2-hydroxybenzoate

Chemical Property:

• Vapor Pressure: 1.04E-07mmHg at 25°C
• Boiling Point: 421.7°C at 760 mmHg
• PKA: 7.34±0.28(Predicted)
• Flash Point: 208.8°C
• PSA: 75.63000
• Density: 1.725g/cm³
• LogP: 2.62610

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 4-(acetylaMino)-3-broMo-5-chloro-2-hydroxybenzoate

There total 2 articles about Methyl 4-(acetylaMino)-3-broMo-5-chloro-2-hydroxybenzoate 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:

methyl 4-aminosalicylate (4136-97-4) → 4-acetamido-3-bromo-5-chloro-2-hydroxybenzoic acid methyl ester (232941-14-9)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid / 1 h / 40 °C

2: sulfuryl dichloride / ethyl acetate / 2 h / -5 - 0 °C

3: N-Bromosuccinimide / N,N-dimethyl-formamide / 20 °C

With N-Bromosuccinimide; sulfuryl dichloride; acetic acid; In ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

4-Aminosalicylic acid (65-49-6) → 4-acetamido-3-bromo-5-chloro-2-hydroxybenzoic acid methyl ester (232941-14-9)

Guidance literature:

Multi-step reaction with 4 steps

1: sulfuric acid / 6 h / 0 - 80 °C

2: acetic acid / 1 h / 40 °C

3: sulfuryl dichloride / ethyl acetate / 2 h / -5 - 0 °C

4: N-Bromosuccinimide / N,N-dimethyl-formamide / 20 °C

With N-Bromosuccinimide; sulfuryl dichloride; sulfuric acid; acetic acid; In ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

4-acetamido-3-bromo-5-chloro-2-hydroxybenzoic acid methyl ester (232941-14-9) → 4-acetamido-5-chloro-2,3-dihydrobenzofuran-7-carboxylic acid methyl ester (143878-29-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl acetamide / 0.5 h / 20 °C

1.2: 5 h / 50 °C

2.1: zinc / N,N-dimethyl acetamide / 22 h / 20 - 50 °C / Inert atmosphere

2.2: 0.5 h / 70 °C / Inert atmosphere

With potassium carbonate; zinc; In N,N-dimethyl acetamide;

upstream raw materials:

methyl 4-aminosalicylate

4-Aminosalicylic acid

Downstream raw materials:

4-acetamido-5-chloro-2,3-dihydrobenzofuran-7-carboxylic acid methyl ester

Refernces