6-Amino-2-bromo-3-methylbenzoic acid

Name: 6-Amino-2-bromo-3-methylbenzoic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 147149-85-7
Cat. No. CS-0146702
Purity≥97%
MDL No.MFCD01872212

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Each bottle is packed as an Excepted Quantity, with a maximum of 1g for items in class 6.1 packing group I or II, and up to 25g for all other hazardous materials.

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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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6-Amino-2-bromo-3-methylbenzoic acid|CS-0146702

Structure of 147149-85-7

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General Information

CAS No. 147149-85-7
Cat. No. CS-0146702
Purity ≥97%
MDL No. MFCD01872212
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈BrNO₂
Molecular Weight 230.06
Synonym(s) 2-AMINO-6-BROMO-5-METHYLBENZOIC ACID
SMILES O=C(O)C1=C(N)C=CC(C)=C1Br

Description

6-Amino-2-bromo-3-methylbenzoic acid features a strategically positioned amino group and bromine atom on a methyl-substituted benzoic acid scaffold. This arrangement enables direct functionalization in cross-coupling reactions and facilitates incorporation into bioactive scaffolds. The carboxylic acid moiety supports conjugation via amide or ester linkages, while the electron-donating amino group enhances reactivity in electrophilic substitution. Bench-stable under standard conditions, this compound serves as a versatile intermediate for pharmaceutical and agrochemical synthesis.

Application

6-Amino-2-bromo-3-methylbenzoic acid serves as a versatile building block for the synthesis of functionalized heterocycles and bioactive molecules. Its ortho-halogenated, amino-, and carboxylic acid functionalities enable sequential cross-coupling, amidation, and cyclization reactions. The molecule exhibits good bench stability and facilitates efficient purification via recrystallization, making it well-suited for scalable medicinal chemistry campaigns and API intermediate development.

Synthesis

Route1
- In-stock
  
  147149-84-6
- ~10%
- In-stock
  
  147149-85-7
References
- Webber; Bleckman; Attard; Deal; Kathardekar; Welsh; Janson; Matthews; Smith; Freer; Jordan; Bacquet; Howland; Booth; Ward; Hermann; White; Morse; et al. Journal of Medicinal Chemistry, 1993 , vol. 36, # 6 p. 733 - 746
Route2
- In-stock
  
  7745-91-7
- ~%
- In-stock
  
  147149-85-7
References
- Journal of Medicinal Chemistry, , vol. 36, # 6 p. 733 - 746

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 63.32
LogP 2.03792
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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6-Amino-2-bromo-3-methylbenzoic acid

CAS No. 147149-85-7

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