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Dimethyl 4-aminophthalate
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CAS No. 51832-31-6
- Cat. No. CS-0197256
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 51832-31-6
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General Information
- CAS No. 51832-31-6
- Cat. No. CS-0197256
- Purity ≥98%
- MDL No. None
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₁NO₄
- Molecular Weight 209.20
- Synonym(s) 1,2-Benzenedicarboxylic acid,4-amino-,dimethyl ester
- SMILES COC(=O)C1=C(C=C(C=C1)N)C(=O)OC
Description
Dimethyl 4-aminophthalate features a para-amino group flanked by ester functionalities, enabling direct incorporation into polymeric systems or further derivatization. This bench-stable compound offers enhanced solubility in organic solvents and serves as a key intermediate in the synthesis of fluorescent dyes and bioactive heterocycles.
Application
Dimethyl 4-aminophthalate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to phthalimide derivatives and functionalized heterocycles. Its dual ester functionality and para-amino group offer orthogonal reactivity, facilitating selective transformations under mild conditions. The compound exhibits excellent bench stability, ease of purification, and compatibility with standard coupling and cyclization protocols, making it well-suited for medicinal chemistry campaigns and process-scale synthesis.
Synthesis
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Route1
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In-stock
610-22-0 - ~95%
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In-stock
51832-31-6
References
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CELGENE CORPORATION Patent: WO2008/27542 A2, 2008 ; Location in patent: Page/Page column 43 ;
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Route2
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67-56-1 -
610-27-5 - ~%
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In-stock
51832-31-6
References
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MERCK SHARP and DOHME CORP.; BELL, Ian, M.; FRALEY, Mark; BIFTU, Tesfaye; ZHU, Cheng; NAIR, Anilkumar Patent: WO2013/169563 A1, 2013 ; Location in patent: Page/Page column 51; 52; 53 ;
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Route3
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610-27-5
- ~%
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In-stock
51832-31-6
References
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MERCK SHARP and DOHME CORP.; BELYK, Kevin, M.; BULGER, Paul, G.; LINGHU, Xin; MALONEY, Kevin, M.; MCLAUGHLIN, Mark; PAN, Jun; XIANG, Bangping; XU, Yingju; YIN, Jingjun Patent: WO2011/5731 A2, 2011 ; WO 2011/005731 A2
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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-P280-P302+P352
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Quality Control
Computational Chemistry Data
- TPSA 78.62
- LogP 0.842
- H_Acceptors 5
- H_Donors 1
- Rotatable_Bonds 2
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