Methyl 3-amino-2-chloro-4-methylbenzoate

Name: Methyl 3-amino-2-chloro-4-methylbenzoate
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CAS No. 914643-08-6
Cat. No. CS-0080228
Molecule weight199.63
Purity≥98%
MDL No.MFCD20724937

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Methyl 3-amino-2-chloro-4-methylbenzoate|CS-0080228

Structure of 914643-08-6

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General Information

CAS No. 914643-08-6
Cat. No. CS-0080228
Purity ≥98%
MDL No. MFCD20724937
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀ClNO₂
Molecular Weight 199.63
Synonym(s) None
SMILES O=C(OC)C1=CC=C(C)C(N)=C1Cl

Description

Methyl 3-amino-2-chloro-4-methylbenzoate features a trifunctional aromatic core with amino, chloro, and ester groups positioned for orthogonal reactivity. The electron-donating amino moiety enhances nucleophilicity at the meta site, while the ortho-chloro substituent enables selective cross-coupling. This bench-stable derivative supports streamlined synthesis of bioactive intermediates in medicinal chemistry.

Application

Methyl 3-amino-2-chloro-4-methylbenzoate serves as a versatile intermediate in medicinal chemistry, enabling the construction of substituted benzimidazoles and other heterocyclic scaffolds. Its amino and chloro groups offer orthogonal reactivity for sequential functionalization, while the methyl ester facilitates downstream derivatization. Bench-stable and readily purified by recrystallization, it functions effectively in standard coupling and cyclization protocols common to API development workflows.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 52.32
LogP 2.01722
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

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 3-amino-2-chloro-4-methylbenzoate

CAS No. 914643-08-6

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