5-Acetamido-2-bromobenzoic acid

Base Information

• Chemical Name: 5-Acetamido-2-bromobenzoic acid
• CAS No.: 22921-67-1
• Molecular Formula: C9H8BrNO3
• Molecular Weight: 258.071
• DSSTox Substance ID: DTXSID30370147
• Nikkaji Number: J3.095.177H
• Wikidata: Q72434010
• Mol file: 22921-67-1.mol

Synonyms:5-acetamido-2-bromobenzoic acid;22921-67-1;5-(acetylamino)-2-bromobenzoic acid;2-BROMO-5-ACETAMIDOBENZOIC ACID;5-acetamido-2-bromobenzoicacid;SCHEMBL1671246;DTXSID30370147;5-acetylamino-2-bromobenzoic acid;BCP26301;STR05255;MFCD00040902;AKOS005206951;AC-24378;5-acetamido-2-bromobenzoic acid, AldrichCPR;CS-0207294;FT-0619918;EN300-3234306

Chemical Property of 5-Acetamido-2-bromobenzoic acid

Chemical Property:

• Appearance/Colour: Lilac-greyish powder
• Vapor Pressure: 1.75E-09mmHg at 25°C
• Melting Point: 186-188 °C
• Boiling Point: 466 °C at 760 mmHg
• PKA: 2?+-.0.10(Predicted)
• Flash Point: 235.6 °C
• PSA: 66.40000
• Density: 1.706 g/cm³
• LogP: 2.17870
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 256.96876
• Heavy Atom Count: 14
• Complexity: 244

Purity/Quality:

98.0%Min ^*data from raw suppliers

5-Acetamido-2-bromobenzoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Acetamido-2-bromobenzoic acid

There total 8 articles about 5-Acetamido-2-bromobenzoic acid 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: 98.0%

5-acetamido-2-bromobenzoic acid (2840-02-0) + acetic anhydride (108-24-7) → 5-acetylamino-2-bromobenzoic acid (22921-67-1)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃; Cooling with ice;

Reference yield: 96.0%

stannous chloride (7772-99-8) + 2-bromo-5-nitrobenzoic acid (943-14-6) → 5-acetylamino-2-bromobenzoic acid (22921-67-1)

Guidance literature:

With pyridine; hydrogenchloride; acetic anhydride; In ethanol; ethyl acetate;

Reference yield: 54.0%

→ 5-acetylamino-2-bromobenzoic acid (22921-67-1) + tributyl (o-tert-butyloxycarbonylaminophenyl) stannane (148493-54-3)

Guidance literature:

upstream raw materials:

4-bromo-3-methylacetanilide

5-acetamido-2-bromobenzoic acid

magnesium sulfate

3-Methylacetanilide

Downstream raw materials:

3-acetylamino-6-bromo-2-nitro-benzoic acid

methyl 5-acetamido-2-bromobenzoate

3-acetylaminobenzoic acid

N-Acetyl-5-aminosalicylic acid

Refernces

• 1、 Dydio, Pawel,Reek, Joost N. H.. "Supramolecular control of selectivity in hydroformylation of vinyl arenes: Easy access to valuable β-aldehyde intermediates". supporting information. p. 3878 - 3882. Retrieved 2013/05/09.
• 2、 -. "Heterocyclic compounds useful as inhibitors of tyrosine kinases". . . Retrieved 2008/06/13.