Methyl 2-acetamido-5-bromobenzoate

Base Information

• Chemical Name: Methyl 2-acetamido-5-bromobenzoate
• CAS No.: 138825-96-4
• Molecular Formula: C10H10BrNO3
• Molecular Weight: 272.098
• Hs Code.: 29242990
• European Community (EC) Number: 604-097-6
• DSSTox Substance ID: DTXSID30352968
• Wikidata: Q82130417
• Mol file: 138825-96-4.mol

Synonyms:Methyl 2-acetamido-5-bromobenzoate;138825-96-4;Benzoic acid, 2-(acetylamino)-5-bromo-, methyl ester;SCHEMBL5899451;DTXSID30352968;methyl 5-bromo-2-acetamidobenzoate;methyl 2-acetylamino-5-bromobenzoate;MFCD00144758;AKOS002665779;AS-69192;Methyl 2-acetamido-5-bromobenzoate, 97%;N-(2-Carbomethoxy-4-bromo-phenyl)acetamide;CS-0204846;FT-0628430;10.14272/CPARHIBNDSEJGR-UHFFFAOYSA-N;A807448;doi:10.14272/CPARHIBNDSEJGR-UHFFFAOYSA-N;J-007181;Z29834419

Chemical Property of Methyl 2-acetamido-5-bromobenzoate

Chemical Property:

• Appearance/Colour: white to slightly beige crystalline powder
• Vapor Pressure: 4.1E-07mmHg at 25°C
• Melting Point: 134-137 °C(lit.)
• Refractive Index: 1.594
• Boiling Point: 415.5 °C at 760 mmHg
• PKA: 13?+-.0.70(Predicted)
• Flash Point: 205.1 °C
• PSA: 55.40000
• Density: 1.54 g/cm³
• LogP: 2.26710
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 270.98441
• Heavy Atom Count: 15
• Complexity: 257

Purity/Quality:

97% ^*data from raw suppliers

Methyl 2-acetamido-5-bromobenzoate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25-25-24

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)NC1=C(C=C(C=C1)Br)C(=O)OC

Technology Process of Methyl 2-acetamido-5-bromobenzoate

There total 4 articles about Methyl 2-acetamido-5-bromobenzoate 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: 93.0%

methyl 2-(acetylamino)benzoate (2719-08-6) → N-(2-Carbomethoxy-4-bromo-phenyl)acetamide (138825-96-4)

Guidance literature:

With hydrogenchloride; bromine; for 0.25h;

DOI:10.1007/s11172-006-0380-2

Reference yield: 72.0%

methanol (67-56-1) + 1-acetyl-5-bromo-1H-indole-2,3-dione (81964-65-0) → N-(2-Carbomethoxy-4-bromo-phenyl)acetamide (138825-96-4)

Guidance literature:

With [bis(acetoxy)iodo]benzene; at 20 ℃; for 48h;

DOI:10.1055/s-0035-1560990

Reference yield: 3.0%

C16H15BrN3O2Pol + acetonitrile (75-05-8,26809-02-9) → N-(2-Carbomethoxy-4-bromo-phenyl)acetamide (138825-96-4)

Guidance literature:

C₁₆H₁₅BrN₃O₂Pol; acetonitrile; With trifluoroacetic acid; at 80 ℃; Merrifield resin

With water; In dichloromethane;

DOI:10.1021/acscombsci.9b00096

upstream raw materials:

methyl 2-(acetylamino)benzoate

methanol

1-acetyl-5-bromo-1H-indole-2,3-dione

3-oxo-cyclohexanecarboxylic acid methyl ester

Downstream raw materials:

methyl 2-acetamido-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

methyl 2-(acetylamino)benzoate

2-acetylamino-5-bromo-3-chloro-benzoic acid methyl ester