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49612-21-7

49612-21-7 Structure

49612-21-7 Structure
IdentificationBack Directory
[Name]

(6-Methoxy-quinolin-4-yl)-hydrazine
[CAS]

49612-21-7
[Synonyms]

4-hydrazinyl-6-methoxyquinoline
Quinoline, 4-hydrazinyl-6-methoxy-
(6-Methoxy-quinolin-4-yl)-hydrazine
[Molecular Formula]

C10H11N3O
[MOL File]

49612-21-7.mol
[Molecular Weight]

189.21
Hazard InformationBack Directory
[Synthesis]

4-hydrazinyl-6-methoxyquinoline is prepared by adding concentrated hydrochloric acid drops of 4-chloro-6-methoxyquinoline and hydrazine monohydrate in methanol solution.To a solution of 4-chloro-6-methoxyquinoline (579 mg, 4.78 mmol) and hydrazine  monohydrate (442 mg, 5.74 mmol) in methanol (8 ml), concentrated hydrochloric  acid (0.48 ml) was added dropwise. The reaction mixture was left to reflux  overnight with stirring. After the reaction time, the reaction mixture was left to  cool at room temperature. Upon cooling, the precipitate that formed was collected  by filtration, dissolved in water and basified by the addition of saturated sodium  hydroxide solution until pH 9. The aqueous layer was extracted using  dichloromethane (3 × 15 ml), where the organic extracts were collected, dried using  magnesium sulphate and concentrated in vacuo to give the title compound as a  waxy solid (200 mg, 22%).
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