![6-Chloro-2H-benzo[d][1,3]oxazine-2,4(1H)-dione|CS-W010558](https://file.chemscene.com/productPIC/CS-W010558.gif)
Lot numbers can be found on the outside label of a product:
Methyl 2-amino-3-chlorobenzoate
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CAS No. 77820-58-7
- Cat. No. CS-W018829
- Purity≥98%
- MDL No.MFCD06797833
*For research and further manufacturing use only, not for direct human use.
Structure of 77820-58-7
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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
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.
Synthesis
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Route1
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42087-81-0 - ~78%
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In-stock
77820-58-7
References
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Bristol-Myers Squibb Company Patent: US2007/259850 A1, 2007 ; Location in patent: Page/Page column 99 ; US 20070259850 A1
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Route2
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In-stock
![8-Chloro-1H-benzo[d][1,3]oxazine-2,4-dione|CS-W015666](https://file.chemscene.com/productPIC/CS-W015666.gif)
63497-60-9 - ~97%
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In-stock
77820-58-7
References
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Hoechst Aktiengesellschaft Patent: US5557005 A1, 1996 ;
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References
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US4306074 A1, ;
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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 52.32
- LogP 1.7088
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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