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ChemicalBook CAS DataBase List 6-AMINO-2-METHYLQUINOLINE
65079-19-8

6-AMINO-2-METHYLQUINOLINE synthesis

4synthesis methods
-

Yield:65079-19-8 86.43%

Reaction Conditions:

with hydrogenchloride;tin(ll) chloride in ethanol;water for 5 h;Reflux;

Steps:


The above 2-methyl-6-nitroquinoline (500 mg, 2.66 mmol) was taken in an eggplant-shaped flask.Add ethanol to dissolve, and add 9M hydrochloric acid (20ml) to the reaction flask.Then, a solution of stannous chloride (2.02 g, 10.63 mmol) in ethanol was added dropwise.After the dropwise addition, the reaction solution was heated to reflux for 5 hours, cooled to room temperature; and the ethanol was removed.The remaining solution was adjusted to pH 9 with sodium hydroxide solids in an ice bath.The milky white emulsion was extracted five times with ethyl acetate and the organic phases were combined.Add diatomaceous earth and stir overnight, and filter the next day.The filtrate was spun dry to give a white solid.Intermediate 2-methyl-6-aminoquinoline(363.29 mg, yield 86.43%).

References:

China Pharmaceutical University;Sun Haopeng;Li Qi;Lu Xin;Chen Yao;Feng Feng;Xing Shuaishuai;Li Qihang;Qu Wei CN109265451, 2019, A Location in patent:Paragraph 0038

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