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Method for synthesizing 4-(1-amino-cyclopropyl)-aniline hydrochloride

A technique for the synthesis of aniline hydrochloride, which is applied in the field of medicine and can solve the problems of no 4-(1-amino-cyclopropyl)-aniline hydrochloride synthesis process, etc.

Inactive Publication Date: 2012-09-19
CGENETECH (SUZHOU CHINA) CO LTD
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  • Abstract
  • Description
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  • Application Information

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Problems solved by technology

[0003] At present, there is no report on the synthesis process of 4-(1-amino-cyclopropyl)-aniline hydrochloride

Method used

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  • Method for synthesizing 4-(1-amino-cyclopropyl)-aniline hydrochloride
  • Method for synthesizing 4-(1-amino-cyclopropyl)-aniline hydrochloride

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Embodiment

[0015] The synthetic method of 4-(1-amino-cyclopropyl)-aniline hydrochloride is obtained: take 4 g [1-(4-nitro-phenyl) cyclopropyl] carbamate benzyl ester, 0.3 g Platinum oxide, 3.88g anhydrous magnesium sulfate, 100ml tetrahydrofuran hydrogenation balloon replacement three times, stirred at room temperature for 4 hours, after thin-layer chromatography showed no raw materials, filtered, spin-dried filtrate, added 50% sodium hydroxide 16g, ethylene glycol Reflux 10ml of monomethyl ether for two hours, add a little water, extract and dry with dichloromethane, spin dry, dissolve in isopropanol, add hydrogen chloride in ether solution with stirring, precipitate solid, filter, and wash with ethanol to obtain the target product 4-( 1-amino-cyclopropyl)-aniline hydrochloride 1.3 g.

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Abstract

The invention discloses a method for synthesizing 4-(1-amino-cyclopropyl)-aniline hydrochloride, and provides a feasible synthesizing scheme. In the method for synthesizing the 4-(1-amino-cyclopropyl)-aniline hydrochloride, [1-(4-nitro-pheny) propyl] benzyl carbamate is used as a raw material, multiple paths are tried, and a synthesizing path is optimized. The synthesizing path for 4-(1-amino-cyclopropyl)-aniline hydrochloride is mainly modified, and the feasible synthesizing method is provided.

Description

technical field [0001] The invention relates to an improved synthesis process of 4-(1-amino-cyclopropyl)-aniline hydrochloride, which belongs to the technical fields of medicine and chemical industry. Background technique [0002] 4-(1-Amino-cyclopropyl)-aniline hydrochloride is a light yellow solid and is an important pharmaceutical intermediate raw material. [0003] At present, there is no report on the synthesis process of 4-(1-amino-cyclopropyl)-aniline hydrochloride. Then this patent proposes to see a kind of feasible synthesis scheme and technique. Using [1-(4-nitro-phenyl)cyclopropyl]benzyl carbamate as raw material, using platinum oxide as a catalyst, reacting with hydrogen in tetrahydrofuran to reduce the nitro group and then using 50% sodium hydroxide and ethyl alcohol The target product 4-(1-amino-cyclopropyl)-aniline hydrochloride was obtained after the diol monomethyl ether was refluxed to form a salt with an ether solution of hydrogen chloride. This patent ...

Claims

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Application Information

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IPC IPC(8): C07C211/49C07C209/36
Inventor 徐余冬丁炬平张仁延余强
Owner CGENETECH (SUZHOU CHINA) CO LTD
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