Process for continuously preparing N-hydroxyethyl-1, 3-propane diamine by using micro-mixing and fixed bed reactor

Abstract

The invention discloses a process for continuously preparing N-hydroxyethyl-1, 3-propane diamine by using micro-mixing and a fixed bed reactor, and belongs to the technical field of organic chemical industry. The process comprises the following steps: taking ethanolamine and acrylonitrile as raw materials, firstly, continuously reacting through a first fixed bed reactor to generate an N-hydroxyethyl-3-aminopropionitrile intermediate, then, carrying out liquid-liquid mixing on the N-hydroxyethyl-3-aminopropionitrile intermediate and a cocatalyst in a first micro-mixing reactor, and then, carrying out gas-liquid mixing on the N-hydroxyethyl-3-aminopropionitrile intermediate and hydrogen in a second micro-mixing reactor together; finally, the intermediate reaction liquid continuously enters a second fixed bed hydrogenation reactor for catalytic hydrogenation, N-hydroxyethyl-1, 3-propane diamine is generated, and the yield is larger than or equal to 98%. The process is continuous in production, simple, less in three wastes, energy-saving, environment-friendly, low in cost and easy to industrialize.

Description

technical field [0001] The invention belongs to the technical field of organic chemical industry, and relates to a process method for continuously preparing N-hydroxyethyl-1,3-propanediamine using micro-mixing and fixed-bed reactors. Background technique [0002] N-Hydroxyethyl-1,3-propanediamine belongs to lower aliphatic diamine and is an important organic chemical intermediate, widely used in medicine, feed, food and other fields. N-hydroxyethyl-1,3-propanediamine is an important intermediate for the synthesis of amifostine in the process of preparing the broad-spectrum cytoprotective agent amifostine. [0003] At present, there are two main synthetic routes of N-hydroxyethyl-1,3-propanediamine, one is to use 1,3-propylenediamine and ethylene oxide as raw materials to prepare N-hydroxyethyl-1, 3-propanediamine (Eur J Med Chem, 30,47,1995; J Med Chem 12,236,1969; US4814443; Acta Pharmaceutica Sinica (4), 302,1981; CN1752092A) although this method is simple in synthetic ro...

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Problems solved by technology

[0003] At present, there are two main synthetic routes of N-hydroxyethyl-1,3-propanediamine, one is to use 1,3-propylenediamine and ethylene oxide as raw materials to prepare N-hydroxyethyl-1, 3-propanediamine (Eur J Med Chem, 30,47,1995; J Med Chem 12,236,1969; US4814443; Acta Pharmaceutica Sinica (4), 302,1981; CN1752092A) although this method is simple in synthetic route, because N-hydroxy The amino group of ethyl-1,3-propanediamine is extremely active, and it is easy to add and convert ethylene oxide into by-product N,N-dihydroxyethyl-1,3-propanediamine during the preparation process, so 1,3-propanediamine needs to be in excess, and the product selectivity of this process is low, there are many by-products, the process is relatively complicated, and it is difficult to realize continuous process production

And another kind of route is then to prepare N-hydroxyethyl-1,3-propanediamine (CN101665440A) with ethanolamine and acrylonitrile as raw material, and acrylonitrile and ethanolamine react to generate intermediate N-hydroxyethyl-3-amino propionitrile, and then prepare N-hydroxyethyl-1,3-propanediamine through catalytic hydrogenation, but in this patent, it is only prepared by a batch method, and the production efficiency is low

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