Lot numbers can be found on the outside label of a product:
Methyl 2-amino-6-methoxybenzoate
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CAS No. 54166-96-0
- Cat. No. CS-0038457
- Purity≥97%
- MDL No.MFCD16036887
*For research and further manufacturing use only, not for direct human use.
Structure of 54166-96-0
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General Information
- CAS No. 54166-96-0
- Cat. No. CS-0038457
- Purity ≥97%
- MDL No. MFCD16036887
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₁₁NO₃
- Molecular Weight 181.19
- Synonym(s) Benzoic acid, 2-amino-6-methoxy-, methyl ester
- SMILES COC1=CC=CC(=C1C(=O)OC)N
Description
Methyl 2-amino-6-methoxybenzoate features a strategically positioned amino group and methoxy substituent on the aromatic ring, enabling enhanced solubility and reactivity in synthetic transformations. This electron-rich scaffold integrates readily into pharmaceutical intermediates and functional materials, offering predictable coupling behavior under standard conditions.
Application
Methyl 2-amino-6-methoxybenzoate 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 methoxy groups exhibit complementary reactivity, facilitating sequential functionalization under mild conditions. Bench-stable and readily purified by recrystallization, it functions effectively in coupling reactions and electrophilic substitutions, offering high utility in multi-step synthetic sequences.
Synthesis
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Route1
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In-stock
![5-Methoxy-1H-benzo[d][1,3]oxazine-2,4-dione|CS-M1576](https://file.chemscene.com/productPIC/CS-M1576.gif)
67765-42-8 - ~92%
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In-stock
54166-96-0
References
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Imperial Chemical Industries, PLC Patent: US5599814 A1, 1997 ;
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Route2
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186581-53-3 -
In-stock
53600-33-2 - ~93%
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In-stock
54166-96-0
References
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BOEHRINGER INGELHEIM INTERNATIONAL GmbH; CARSON, Rebekah J.; FADER, Lee; KAWAI, Stephen; LANDRY, Serge Patent: WO2009/62288 A1, 2009 ; Location in patent: Page/Page column 78-79 ;
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Route3
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77901-52-1 - ~%
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In-stock
54166-96-0
References
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Warrener, Ronald N.; Russel, Richard A.; Marcuccio, Sebastian M. Australian Journal of Chemistry, 1980 , vol. 33, # 12 p. 2777 - 2779
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 61.55
- LogP 1.064
- H_Acceptors 4
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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