Methyl 4-amino-3-chlorobenzoate

Name: Methyl 4-amino-3-chlorobenzoate
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CAS No. 84228-44-4
Cat. No. CS-W016935
Purity≥98%
MDL No.MFCD01320686

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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl 4-amino-3-chlorobenzoate|CS-W016935

Structure of 84228-44-4

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Description

Methyl 4-amino-3-chlorobenzoate features a para-amino group flanked by an ortho-chloro substituent on the aromatic ring, enabling selective coupling reactions in pharmaceutical synthesis. The ester functionality supports straightforward derivatization, while the electron-donating amino group enhances reactivity at the adjacent position. This compound serves as a key intermediate in the development of bioactive molecules requiring precise substitution patterns.

Application

Methyl 4-amino-3-chlorobenzoate serves as a versatile building block in medicinal chemistry, enabling direct access to substituted benzimidazoles and other heterocyclic scaffolds via cyclization reactions. The ortho-chloro group facilitates palladium-catalyzed coupling processes, while the methyl ester and primary amine functionalities allow for selective derivatization. Bench-stable and readily purified by recrystallization, it functions efficiently in multi-step syntheses requiring orthogonal functional group handling.

General Information

CAS No. 84228-44-4
Cat. No. CS-W016935
Purity ≥98%
MDL No. MFCD01320686
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈ClNO₂
Molecular Weight 185.61
Synonym(s) 4-Amino-3-chlorobenzoic Acid Methyl Ester
SMILES COC(=O)C1=CC(Cl)=C(N)C=C1

Computational Chemistry Data

TPSA 52.32
LogP 1.7088
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P330-P501

Quality Control

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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 4-amino-3-chlorobenzoate

CAS No. 84228-44-4

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