A kind of 4-fluoro substituted arylamine compound and its synthetic method

Abstract

The invention discloses a method for synthesizing 4-fluorine-substituted arylamine compounds, which comprises the following steps: 1) taking acyl-protected phenylhydroxylamine as a substrate, and using sulfonyl fluoride as a fluorine source in a polar solvent, Generating 4-fluoro-substituted aniline compounds under basic conditions; 2) deprotecting groups under dilute acidic conditions or catalytic hydrogenation of Pd to obtain the 4-fluoro-substituted arylamine compounds. The synthetic 4-fluorine-substituted aniline compound of the present invention can be widely used in the preparation of fluorine-containing medicines, pesticides and dye intermediates because the introduction of fluorine atoms greatly increases its lipophilicity; meanwhile, the raw materials used in the present invention All are industrial products, cheap and easy to get, and are commercially available; the yield of 4-fluoroarylaniline prepared by the present invention is high, and a product with a purity of ≥99% can be obtained with a yield greater than 90%; the present invention is simple to operate , the low-cost process is very suitable for industrialization and can be widely used.

Description

A kind of 4-fluoro-substituted arylamine compound and synthetic method thereof technical field The invention belongs to the technical field of fine chemical industry, relate to the technical field of organic synthesis, particularly a kind of 4-fluorine substitution Arylamine compounds and synthetic methods thereof. Background technique Since fluorine is the most electronegative element, the introduction of fluorine atoms makes fluorine-containing organic compounds have a unique Physical properties, chemical properties and physiological activities make fluorine-containing organic compounds have chemical stability, surface activity and excellent Temperature resistance and other characteristics. Therefore, in many cutting-edge technologies and major industrial projects, as well as in pharmaceuticals, pesticides and other industries, fluorine-containing Compounds have been extensively and deeply researched and applied. Arylaniline substituted by p-fluorine is widely p...

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Problems solved by technology

[0012] Literature Nature 2015,524,208-211 reported the use of aryl bromide, AgF and KF as a fluorine source under the catalysis of palladium for fluorination. This method is not suitable for scale-up due to the use of an air- and water-sensitive catalytic system, and the reagent is expensive. Production

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