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8-Amino-5-methoxyquinoline

ALDRICH/802255 - 95%

Synonym: 5-Methoxy-8-quinolinamine; Chen Auxilliary; MQ; Gong Chen Auxiliary; MQ Auxiliary

CAS Number: 30465-68-0
Empirical Formula (Hill Notation): C10H10N2O
Molecular Weight: 174.20
MDL Number: MFCD01593679
Linear Formula: C10H10N2O
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-802255-1G 1 g
 $123.00
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 802255-1G

 

assay 95%
form powder
InChI 1S/C10H10N2O/c1-13-9-5-4-8(11)10-7(9)3-2-6-12-10/h2-6H,11H2,1H3
InChI key MFLLTRMMFHENCM-UHFFFAOYSA-N
mp 90-95 °C
Quality Level 100 
SMILES string NC1=CC=C(OC)C2=CC=CN=C21
Application: The Chen auxiliary was reported to be an effective directing group in the synthesis of pyrrolidones from assisting in the activation of C(sp3)-H bonds and can be readily installed through amide bond formation and removed through mild conditions using CAN at room temperature.
General description: 8-Amino-5-methoxyquinoline is a substituted quinoline derivative that can be prepared using 5-chloro-2-nitroaniline as a starting material. It can act as an easily removable directing group and also mediate C-H activation. These properties have been useful for synthesizing isomeric dibenzoxazepinones and complex pyrrolidinones from compounds containing 8-amino-5-methoxyquinoline moiety.
Other Notes: Use of a Readily Removable Auxiliary Group for the Synthesis of Pyrrolidones by the Palladium-Catalyzed Intramolecular Amination of Unactivated γ C(sp3)-H bonds 
Packaging: 1 g in glass bottle
Purity 95%
mp 90-95 °C
UNSPSC 12352100

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