Synthetic method of ethylene diamine derivative

Abstract

The invention discloses a synthetic method of an ethylene diamine derivative. The synthetic method comprises the following step of: reacting aziridine or an aziridine derivative (II) with an amine compound (III) in a solvent at the temperature of 40-400 DEG C and the gage pressure of 0-2.0 MPa under the catalysis of a catalyst to obtain the ethylene diamine derivative (I), wherein a reaction formula is as follows. According to the method, the reaction step is only one; the by-products are fewer; the selected catalyst is low in price, safe and nontoxic and can achieve very good catalysis effect; the solvent is low in price, is conveniently recovered under the precondition of ensuring the smooth progress of reaction and can be recycled, so that low synthetic cost is achieved.

Description

technical field [0001] The invention belongs to the technical field of synthesis of fine chemical intermediates, and in particular relates to a synthesis method of ethylenediamine derivatives. Background technique [0002] Ethylenediamine derivatives are important intermediates for the synthesis of surfactants, antistatic agents, softeners, and fungicides. It is of great significance to study their new and convenient synthetic methods. There are many kinds of ethylenediamine derivatives, including N-alkylethylenediamine, N,N-dialkylethylenediamine, N,N'-dialkylethylenediamine, etc. [0003] According to the literature published at home and abroad, there are many ways to synthesize ethylenediamine derivatives. For example, Journal of Yellow River Vocational and Technical College of Water Conservancy, 2006, 18 (1): 48-50, using imidazoline as raw material, under acidic conditions and NaBH 4 reaction to generate ethylenediamine derivatives, however, the reducing agent NaBH 4...

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Problems solved by technology

Anales de Quimica, 1974, 70 (9-10): 733-737, using 1,2-dibromoethane as the starting material, reacting with phthalimide to obtain N-(2-bromoethyl) o Phthalimide, followed by diisopropylamine as a nucleophile, reacts to give N-[(N,N-diisopropylamino)ethyl]phthalimide, which is then hydrolyzed to give the product N,N-diisopropylethylenediamine, the condensation reaction step in this process must be carried out in a sealed tube, and the requirements are very strict. Although the product has high purity, the yield is low

[0004] DE-0422534 discloses using aziridine or methyl aziridine as a raw material, under the catalysis of carbon dioxide, water as a solvent, and dimethylamine, diethylamine, N,N-dimethylaniline, ethylamine, A method of reacting primary or secondary amines such as diethylamine to obtain corresponding ethylenediamine derivatives. However, carbon dioxide has a low solubility in water and is easily volatile when heated.

Journal of the American Chemical Society, 1946, 68, 2006-2007 uses aziridine as raw material, under the catalysis of anhydrous aluminum trichloride, benzene as solvent, reacts with dibutylamine to generate N,N-di Butylethylenediamine, however, the reaction requires anhydrous and harsh conditions

Division of Chemical Science (English Translation), 1987, 36, 873-874 uses aziridine as a raw material, under the catalysis of dimethylamine hydrochloride, methanol as a solvent, reacts with dimethylamine to generate N,N- Dimethylethylenediamine, but the yield is low, only 40%

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