ChemicalBook CAS DataBase List Benzamidine hydrochloride

Benzamidine hydrochloride synthesis

5synthesis methods

Product Name:Benzamidine hydrochloride
CAS Number:1670-14-0
Molecular formula:C7H9ClN2
Molecular Weight:156.61

To a stainless steel rocking autoclave equipped with a stirrer is added 103.0 gm (1.0 mole) of benzonitrile, 214.0 gm (4.0 mole) of ammonium chloride, and 306.0 gm (18.0 mole) of ammonia is introduced by means of a transfer bomb. The reaction mixture is heated at 150°C for 18 hr (pressure: 1300-6500 psig), cooled, and, with appropriate precautions for the safe control of the excess ammonia, is vented to atmospheric pressure. The reaction mixture is extracted with ether to remove approximately 5% unreacted benzonitrile, and then extracted with hot acetonitrile or ethanol to separate the amidine hydrochloride from the unreacted ammonium chloride. Concentration of the latter affords 120.5 gm (77%) of benzamidine hydrochloride, m.p. 161-163°C.
Preparation of Benzamidine Hydrochloride

Preparation of Benzamidine Hydrochloride

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1670-14-0
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Yield:1670-14-0 94.1%

Reaction Conditions:

with ammonia;hydrogen in methanol at 50; under 15001.5 - 22502.3 Torr;Autoclave;Concentration;Solvent;Reagent/catalyst;

Steps:

2 Benzamidine hydrochloridesynthesis
Benzal oxime (272 g, 2.0 mol, 1.0 eq), methanol (500 mL) and Raney Ni (15 g) were charged into a 1 L autoclave. A small amount of liquid ammonia was charged and N2 was substituted three times. H2 was then added to maintain the autoclave Pressure 2-3MPa, temperature control 50 , the reaction until no longer hydrogen absorption, after the end of the reaction, filtration, the filtrate was concentrated to dryness, the residue was cooled to 5 , the solid precipitation, filtration, to get gray crude benzamidine hydrochloride , Then add ethanol (700mL) heated completely dissolved, then add activated carbon bleaching, refluxing 30min, filtered while hot, cooled to 0 ° C, filtered and dried at 50 ° C in vacuo to give a white solidBenzamidine hydrochloride 325 g, yield 94.1%, HPLC purity 99.6%.

References:

Changzhou Tianhua Pharmaceutical Co., Ltd.;Li Guangwen;Li Jianping;Ni Guocheng CN107353230, 2017, A Location in patent:Paragraph 0023; 0025; 0026; 0027; 0030; 0031

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