2-Amino-4-bromobenzoic acid

Name: 2-Amino-4-bromobenzoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 20776-50-5
Cat. No. CS-W003093
Purity≥98%
MDL No.MFCD03618454

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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General Information

CAS No. 20776-50-5
Cat. No. CS-W003093
Purity ≥98%
MDL No. MFCD03618454
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrNO₂
Molecular Weight 216.03
Synonym(s) 4-Bromoanthranilic Acid
SMILES BrC1=CC(N)=C(C(O)=O)C=C1

Description

2-Amino-4-bromobenzoic acid features a bromine substituent at the para position relative to the carboxylic acid, enhancing electrophilic reactivity. The amino group provides a handle for further derivatization, while the carboxylic acid enables salt formation and conjugation. This combination delivers a versatile scaffold for medicinal chemistry and materials synthesis.

Application

2-Amino-4-bromobenzoic acid serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted benzimidazoles and other heterocyclic scaffolds via cyclization reactions. The molecule combines a nucleophilic amino group with an electrophilic bromine atom and a carboxylic acid functionality, offering orthogonal reactivity for sequential functionalization. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for multi-step synthesis campaigns requiring precise regiocontrol.

Synthesis

Route1
- In-stock
  
  99277-71-1
- ~96%
- In-stock
  
  20776-50-5
References
- US2004/116422 A1, ; Page/Page column 31 ;
Route2
- 117323-99-6
- ~99%
- In-stock
  
  20776-50-5
References
- WO2005/123696 A1, ; Page/Page column 66 ; WO 2005/123696 A1
Route3
- In-stock
  
  135484-83-2
- ~99%
- In-stock
  
  20776-50-5
References
- WO2012/13643 A1, ; Page/Page column 48 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 63.32
LogP 1.7295
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Unnatural Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Unnatural Amino Acid Derivatives

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2-Amino-4-bromobenzoic acid

CAS No. 20776-50-5

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