6,9-Dichloro-2-methoxyacridine, 98%
6,9-Dichloro-2-methoxyacridine, 98%
6,9-Dichloro-2-methoxyacridine, 98%
6,9-Dichloro-2-methoxyacridine, 98%
Thermo Scientific Chemicals

6,9-Dichloro-2-methoxyacridine, 98%

CAS: 86-38-4 | C14H9Cl2NO | 278.132 g/mol
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5 g
25 g
Catalog number L05913.06
also known as L05913-06
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Chemical Identifiers
CAS86-38-4
IUPAC Name6,9-dichloro-2-methoxyacridine
Molecular FormulaC14H9Cl2NO
InChI KeyRYRNQWYNHLLOGX-UHFFFAOYSA-N
SMILESCOC1=CC=C2N=C3C=C(Cl)C=CC3=C(Cl)C2=C1
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SpecificationsSpecification SheetSpecification Sheet
Assay (Non-aqueous acid-base Titration)≥97.5 to ≤102.5%
Assay (HPLC)≥97.5%
Melting Point (clear melt)160.0-166.0?C
Appearance (Color)Yellow to yellow-green
FormPowder
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6,9-Dichloro-2-methoxyacridine is used to prepare 6-chloro-2-methoxy-acridin-9-ylamine by reacting with phenol and ammonium carbonate. It is used in the preparation of 9-amino-6-chloro-2-methoxyacridine, N'-(6-Chloro-2-methoxy-acridin-9-yl)-heptylamine and N,N'-bis-(6-chloro-2-methoxy-acridin-9-yl)-hexane-1,6-diamine. Further, it is involved in the preparation of 4-aminoquinoline and 9-aminoacridine derivatives by reaction with quinolizidinylalkylamines.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
6,9-Dichloro-2-methoxyacridine is used to prepare 6-chloro-2-methoxy-acridin-9-ylamine by reacting with phenol and ammonium carbonate. It is used in the preparation of 9-amino-6-chloro-2-methoxyacridine, N′-(6-Chloro-2-methoxy-acridin-9-yl)-heptylamine and N,N′-bis-(6-chloro-2-methoxy-acridin-9-yl)-hexane-1,6-diamine. Further, it is involved in the preparation of 4-aminoquinoline and 9-aminoacridine derivatives by reaction with quinolizidinylalkylamines.

Solubility
Insoluble in water.

Notes
Incompatible with oxidizing agents.
RUO – Research Use Only

General References:

  1. Staderini, M.; Bolognesi, M. L.; Menéndez, J. C. Lewis Acid-Catalyzed Generation of C-C and C-N Bonds on pi-Deficient Heterocyclic Substrates. Adv. Synth. Catal. 2015, 357 (1), 185-195.
  2. Wang, T.; Goodall, M. L.; Gonzales, P.; Sepulveda, M.; Martin, K. R.; Gately, S.; MacKeigan, J. P. Synthesis of Improved Lysomotropic Autophagy Inhibitors. J. Med. Chem. 2015, 58 (7), 3025-3035.