Methyl 2-amino-3-chlorobenzoate

Name: Methyl 2-amino-3-chlorobenzoate
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CAS No. 77820-58-7
Cat. No. CS-W018829
Purity≥98%
MDL No.MFCD06797833

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Methyl 2-amino-3-chlorobenzoate|CS-W018829

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Description

Methyl 2-amino-3-chlorobenzoate is a bench-stable, moisture-tolerant aromatic ester featuring a para-chloro substituent and an ortho-amino group. This electron-rich scaffold integrates readily into pharmaceutical intermediates, enabling efficient coupling reactions in late-stage functionalization. The amino moiety offers enhanced solubility and reactivity in polar solvents, streamlining synthetic workflows.

Application

Methyl 2-amino-3-chlorobenzoate serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted benzimidazoles and other heterocyclic scaffolds. Its ortho-chloro and amino groups facilitate palladium-catalyzed cross-coupling reactions and electrophilic substitution, while the methyl ester supports selective hydrolysis or derivatization. The compound exhibits good bench stability and is readily purified by recrystallization or flash chromatography, making it well-suited for scalable synthesis workflows.

General Information

CAS No. 77820-58-7
Cat. No. CS-W018829
Purity ≥98%
MDL No. MFCD06797833
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈ClNO₂
Molecular Weight 185.61
Synonym(s) Methyl 3-Chloro-2-Amino Benzoate
SMILES COC(C1=C(C(=CC=C1)Cl)N)=O

Computational Chemistry Data

TPSA 52.32
LogP 1.7088
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 2-amino-3-chlorobenzoate

CAS No. 77820-58-7

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