802255

8-Amino-5-methoxyquinoline

95%

• Synonym(e): 5-Methoxy-8-quinolinamine, Chen Auxilliary, MQ, Gong Chen Auxiliary, MQ Auxiliary
• Empirische Formel (Hill-System): C₁₀H₁₀N₂O
• CAS-Nummer: 30465-68-0
• Molekulargewicht: 174.20
• MDL-Nummer: MFCD01593679
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 329768733
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 100
• Assay: 95%
• Form: powder
• mp (Schmelzpunkt): 90-95 °C
• SMILES String: NC1=CC=C(OC)C2=CC=CN=C21
• InChI: 1S/C10H10N2O/c1-13-9-5-4-8(11)10-7(9)3-2-6-12-10/h2-6H,11H2,1H3
• InChIKey: MFLLTRMMFHENCM-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

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.

Anwendung

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.

Sonstige Hinweise

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

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H315,H319,H335
• P-Sätze: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable