Process for coproducing piperazine and N-alkyl piperazine

A technology for alkylpiperazine and piperazine, which is applied in the field of co-production technology of piperazine and N-alkylpiperazine, can solve the problems of low yield, unknown synthesis process, low production efficiency and the like, and achieves the yield of synthetic products High and simple process effect

Inactive Publication Date: 2012-01-04
SHAOXING XINGXIN CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] There are many studies on the synthesis of piperazine and N-alkyl substituted piperazine compounds at home and abroad. Japanese patents JP49,11,712 and JP74,125,375 report the preparation of piperazine by hydrogenation and cyclization of N-β-hydroxyethylethylenediamine as raw material. The process route of oxazine, this kind of method uses metal oxides such as copper, chromium, manganese as catalyst, and the yield can reach more than 90%, but the reaction pressure is too high, generally at 8-26MPa, and it is intermittent production, the production efficiency Low; U.S. Patent US5414087 reports the mixture of N-alkylpiperazine and pi

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  • Process for coproducing piperazine and N-alkyl piperazine

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Embodiment 1

[0019] The reactor is a fixed-bed tubular reactor with an inner diameter of 25 mm, a tube length of 470 mm, and a built-in catalyst of 60 g. The catalyst contains 5% nickel, 4% copper, 3% chromium, and 1% zinc. The carrier is zirconia (ZrO 2 ). Mix N-β-hydroxyethylethylenediamine with a mass ratio of 40% and ethanol, preheat for 250h -1 The speed enters the catalyst bed layer with a temperature of 180°C, the hydrogen pressure in the tube is 8Mpa, and the product is analyzed by gas chromatography (using SC-54 capillary column, column temperature 180°C, vaporization chamber temperature 220°C, detector temperature 220°C). analyze.

[0020] Gas chromatographic analysis results: the conversion rate of N-β-hydroxyethylethylenediamine is 99.2%, the selectivity of piperazine is 85.3%, the selectivity of N-ethylpiperazine is 8.1%, N, N'-diethyl The selectivity to piperazine was 0.8%.

Embodiment 2

[0022] In the fixed-bed reactor packing 55g catalyst of embodiment 1, the composition of catalyst is to contain cobalt 10%, copper 5%, chromium 5%, iron 2%, and carrier is aluminum oxide (Al 2 o 3 ). Mix N-β-hydroxyethylethylenediamine and isopropanol with a mass ratio of 20%, preheat for 1000h -1 The speed enters the catalyst bed layer that temperature is 180 ℃, and hydrogen pressure is 10Mpa, utilizes gas chromatography (condition to be the same as embodiment 1) to analyze product.

[0023] Gas chromatography analysis results: the conversion rate of N-β-hydroxyethylethylenediamine is 98.2%, the selectivity of piperazine is 80.3%, the selectivity of N-isopropyl piperazine is 11.3%, N, N'-di The selectivity to isopropylpiperazine was 5.1%.

Embodiment 3

[0025] Fill 70g catalyst in the fixed-bed tubular reactor of embodiment 1, the composition of catalyst is to contain copper 5.5%, chromium oxide 3%, zinc oxide 5%, and carrier is titanium oxide (TiO 2 ). Mix N-β-hydroxyethylethylenediamine with a mass ratio of 50% and methanol, preheat for 200h -1 The speed enters the catalyst bed layer that temperature is 230 ℃, and hydrogen pressure is 4.8Mpa, utilizes gas chromatography (condition to be the same as embodiment 1) to analyze product.

[0026] Gas chromatographic analysis results: the conversion rate of N-β-hydroxyethylethylenediamine is 98.8%, the selectivity of piperazine is 90.3%, the selectivity of N-methylpiperazine is 6.7%, N, N'-dimethyl The selectivity to piperazine was 1.1%.

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Abstract

The invention discloses a process for coproducing piperazine and N-alkyl piperazine, which comprises the following steps of: dissolving N-beta-hydroxyethyl ethylenediamine in carbinol with carbon atom number of 1-7, and in hydrogen atmosphere, reacting under the catalysis of a catalyst to obtain a mixture of piperazine and N-alkyl piperazine. The process has the advantages that: the piperazine is produced and a corresponding N-alkyl substituted piperazine compound is coproduced; the conversion rate of the N-beta-hydroxyethyl ethylenediamine is over 99 percent; the process is easy and convenient to operate; and synthesized products have high yield.

Description

technical field [0001] The invention relates to the technical field of organic synthesis, in particular to a co-production process of piperazine and N-alkylpiperazine. Background technique [0002] Piperazine and N-alkyl substituted piperazine compounds are an important class of organic chemical intermediates, widely used in pharmaceuticals, pesticides, dyes, surfactants and other industries. For example: piperazine can be used to synthesize norfloxacin, pipemidic acid and rifampin; key intermediates of stars. [0003] There are many studies on the synthesis of piperazine and N-alkyl substituted piperazine compounds at home and abroad. Japanese patents JP49,11,712 and JP74,125,375 report the preparation of piperazine by hydrogenation and cyclization of N-β-hydroxyethylethylenediamine as raw material. The process route of oxazine, this kind of method uses metal oxides such as copper, chromium, manganese as catalyst, and the yield can reach more than 90%, but the reaction pr...

Claims

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Application Information

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IPC IPC(8): C07D295/03C07D295/027C07D295/023
Inventor 叶汀来伟池
Owner SHAOXING XINGXIN CHEM
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