Methyl 4-acetamido-5-bromo-2-methoxybenzoate

Base Information

• Chemical Name: Methyl 4-acetamido-5-bromo-2-methoxybenzoate
• CAS No.: 4093-34-9
• Molecular Formula: C11H12BrNO4
• Molecular Weight: 302.125
• Hs Code.: 2924299090
• European Community (EC) Number: 223-841-7
• UNII: B9C6XT298B
• DSSTox Substance ID: DTXSID90193935
• Nikkaji Number: J224.897B
• Wikidata: Q72486436
• Mol file: 4093-34-9.mol

Synonyms:methyl 4-acetamido-5-bromo-2-methoxybenzoate;4093-34-9;Methyl 4-(acetylamino)-5-bromo-o-anisate;C11H12BrNO4;B9C6XT298B;EINECS 223-841-7;Bromopride Impurity B;Methyl4-acetamido-5-bromo-2-methoxybenzoate;UNII-B9C6XT298B;SCHEMBL16371594;4-Acetylamino-5-bromo-2-methoxy-benzoic acid methyl ester;DTXSID90193935;MFCD01317543;AKOS015890497;FT-0657016;Methyl 2-methoxy-4-acetylamino-5-bromobenzoate;A825355;A826333;methyl 4-acetamido-5-bromanyl-2-methoxy-benzoate;4-acetamido-5-bromo-2-methoxybenzoic acid methyl ester;4-Acetamido-5-Bromo-2-Methoxybenzoic Acid, Methyl Ester;METHYL 4-(ACETYLAMINO)-5-BROMO-2-METHOXYBENZOATE;4-(Acetylamino)-5-bromo-2-methoxybenzoic acid methyl ester;O-ANISIC ACID, 4-ACETAMIDO-5-BROMO-, METHYL ESTER;Benzoic acid, 4-(acetylamino)-5-bromo-2-methoxy-, methyl ester

Chemical Property of Methyl 4-acetamido-5-bromo-2-methoxybenzoate

Chemical Property:

• Vapor Pressure: 2.81E-08mmHg at 25°C
• Melting Point: 174 °C
• Refractive Index: 1.579
• Boiling Point: 449.7 °C at 760 mmHg
• PKA: 13.16±0.70(Predicted)
• Flash Point: 225.8 °C
• PSA: 64.63000
• Density: 1.506 g/cm³
• LogP: 2.27570
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 391.5mg/L at 25℃
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 300.99497
• Heavy Atom Count: 17
• Complexity: 297

Purity/Quality:

99.9% ^*data from raw suppliers

Methyl4-Acetamido-5-bromo-2-methoxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=C(C=C(C(=C1)OC)C(=O)OC)Br
• Uses: Methyl 4-Acetamido-5-bromo-2-methoxybenzoate is an impurity of bromopride (B686645), which is an antimetic.

Technology Process of Methyl 4-acetamido-5-bromo-2-methoxybenzoate

There total 8 articles about Methyl 4-acetamido-5-bromo-2-methoxybenzoate 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: 95.0%

methyl 4-(acetylamino)-o-anisate (4093-29-2) → 2-Methoxy-4-cetamino-5-brom-benzoesaeuremethylester (4093-34-9)

Guidance literature:

With bromine; acetic acid; at 15 - 30 ℃; Reagent/catalyst;

Reference yield:

Methyl 4-amino-2-methoxybenzoate (27492-84-8) → 2-Methoxy-4-cetamino-5-brom-benzoesaeuremethylester (4093-34-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 0.25 h / 0 °C

1.2: 20 °C

2.1: bromine / acetic acid / 0.5 h / 0 °C

With bromine; triethylamine; In dichloromethane; acetic acid;

Reference yield:

4-Aminosalicylic acid (65-49-6) → 2-Methoxy-4-cetamino-5-brom-benzoesaeuremethylester (4093-34-9)

Guidance literature:

Multi-step reaction with 4 steps

1: sulfuric acid / 2 h / 20 °C

2: acetic acid / 1 h

3: sodium hydroxide / N,N-dimethyl-formamide

4: N-Bromosuccinimide / N,N-dimethyl-formamide

With N-Bromosuccinimide; sulfuric acid; acetic acid; sodium hydroxide; In N,N-dimethyl-formamide;

DOI:10.2174/157018012800389386

upstream raw materials:

4-Aminosalicylic acid

methyl 4-(acetylamino)-o-anisate

methyl 4-acetamido-2-hydroxybenzoate

methyl 4-aminosalicylate

Downstream raw materials:

4-amino 5-bromo 2-methoxy benzoic acid

Refernces

• 1、 -. "FUNGICIDAL ARYL AMIDINES". Paragraph 0076. . Retrieved 2020/12/07.
• 2、 -. "A halogen halide for preparing 2-methoxy-4-amino-5-b sulfuryl method of methyl benzoate". Paragraph 0019-0020. . Retrieved 2017/02/09.