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90-52-8

90-52-8 Structure

90-52-8 Structure
IdentificationMore
[Name]

8-AMINO-6-METHOXYQUINOLINE
[CAS]

90-52-8
[Synonyms]

6-METHOXYQUINOLIN-8-AMINE
8-AMINO-6-METHOXYQUINOLINE
AKOS BBS-00000172
IFLAB-BB F1901-0147
6-methoxy-8-aminoquinoline
6-methoxy-8-quinolinamin
6-methoxy-8-quinolinamine
6-methoxy-8-quinolylamine
8-amino-6-methoxy-quinolin
amichin
wr15081
6-METHOXYQUINOLIN-8YL-AMINE
[EINECS(EC#)]

202-001-3
[Molecular Formula]

C10H10N2O
[MDL Number]

MFCD00672902
[Molecular Weight]

174.2
[MOL File]

90-52-8.mol
Chemical PropertiesBack Directory
[Appearance]

solid
[Melting point ]

41 °C
[Boiling point ]

137-138 °C(Press: 1 Torr)
[density ]

1.217±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

3.49±0.10(Predicted)
[color ]

Brown to Very Dark Brown
[Stability:]

Incompatible with strong oxidizing agents.
[CAS DataBase Reference]

90-52-8(CAS DataBase Reference)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Sodium hydroxide-->Hydrochloric acid-->Ethyl acetate-->Sulfuric acid-->Petroleum ether-->Chloroform-->Ammonia-->Stannous chloride dihydrate-->Glycerol-->Nitrobenzene-->Azoic Diazo Component 1-->6-Methoxy-8-nitroquinoline-->Quinoline hydrochloride
[Preparation Products]

Primaquine diphosphate
Safety DataBack Directory
[HazardClass ]

IRRITANT
[HS Code ]

2933499090
Hazard InformationBack Directory
[Chemical Properties]

solid
[Uses]

8-Amino-6-methoxyquinoline has oxidizing properties as well as potential anti-tuberculosis application with its antimycobacterial messages as well.
[Synthesis]

8-Amino-6-methoxyquinoline can be obtained by reducing 6-methoxy-8-nitroquinoline with iron powder in hydrochloric acid medium and then neutralizing it with liquid base. The steps are as follows:

Put hydrochloric acid into a glass-lined reaction

[Purification Methods]

Distil it under N2 and at high vacuum, then recrystallise it several times from MeOH (0.4mL/g). It remains colourless for several months when purified in this way [Elderfield & Rubin J Am Chem Soc 75 2963 1953]. The hydrobromide [312693-53-1] M 255.1 has m 238o(dec). [Beilstein 22 III/IV 5934.]
Spectrum DetailBack Directory
[Spectrum Detail]

8-AMINO-6-METHOXYQUINOLINE(90-52-8)1HNMR
8-AMINO-6-METHOXYQUINOLINE(90-52-8)FT-IR
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