Methyl 3-amino-5-methylbenzoate

Name: Methyl 3-amino-5-methylbenzoate
Brand: ChemScene
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CAS No. 18595-15-8
Cat. No. CS-0028806
Purity≥96%
MDL No.MFCD09263222

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Methyl 3-amino-5-methylbenzoate|CS-0028806

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General Information

CAS No. 18595-15-8
Cat. No. CS-0028806
Purity ≥96%
MDL No. MFCD09263222
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₁NO₂
Molecular Weight 165.19
Synonym(s) 3-Amino-5-methylbenzoic acid methyl ester; Methyl 5-amino-3-iodobenzoate
SMILES O=C(OC)C1=CC(C)=CC(N)=C1

Description

Methyl 3-amino-5-methylbenzoate features a strategically positioned amino group flanked by a methyl substituent and ester functionality, enabling direct incorporation into diverse synthetic scaffolds. This electron-rich aromatic system facilitates efficient coupling reactions and serves as a key intermediate in pharmaceutical and agrochemical development workflows.

Application

Methyl 3-amino-5-methylbenzoate serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted benzimidazoles, quinolines, and other heterocyclic scaffolds. The ortho-amino and methyl groups facilitate directed metallation and selective functionalization, while the ester group supports subsequent transformations such as hydrolysis or amidation. Bench-stable and readily purified by recrystallization, it functions effectively in standard coupling and cyclization protocols.

Synthesis

Route1
- In-stock
  
  58530-13-5
- ~%
- In-stock
  
  18595-15-8
References
- WO2004/101533 A1, ; Page 71-72 ;

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

Quality Control

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Computational Chemistry Data

TPSA 52.32
LogP 1.36382
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 3-amino-5-methylbenzoate

CAS No. 18595-15-8

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