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ChemicalBook CAS DataBase List 4-METHOXYBENZAMIDINE, HYDROCHLORIDE

4-METHOXYBENZAMIDINE, HYDROCHLORIDE synthesis

5synthesis methods
-

Yield: 44.5%

Reaction Conditions:

Stage #1:4-methoxybenzonitrile with sodium methylate in methanol at 20; for 48 h;
Stage #2: with ammonium chloride in methanol at 20; for 24 h;

Steps:

3 4.1.3. Synthesis of 4-methoxy-benzamidine hydrochloride 3
A solution of 4-methoxybenzonitrile 2 (2.1 g, 15.7 mmol), sodium methylate (86 mg, 1.57 mmol) in 20 mL of anhydrous methanol was stirred at room temperature for 48 h. Then ammonium chloride (0.84 g, 15.7 mmol) was added, and the reaction group was stirred for another 24 h the precipitate was collected by filtration, washed with diethyl ether, and then dried in vacuum to obtain 3 as a white solid (1.3 g, 44.5%), MS (ESI) m/z: 151.1 ([MH]).

References:

Luo, Guoshun;Tang, Zhichao;Lao, Kejing;Li, Xinyu;You, Qidong;Xiang, Hua [European Journal of Medicinal Chemistry,2018,vol. 150,p. 783 - 795]

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