Synthesis process of benzoyl substituted carbamide compound

Abstract

The synthesis process of benzoyl substituted carbamide compound is the reaction of benzamide and aryl nitro compound in organic solvent inside a sealed high pressure reactor in the presence of CO, Se as catalyst and triethylamine as cocatalyst. Where, the substitutent group of the phenyl group on the aryl nitro compound may be one or several electron donating group and / or electron withdrawing group; the molar ratio between benzamide and aryl nitro compound is 0.1-10; molar amount of Se is 0.1-20% of the minor reactant; molar amount of triethylamine is 10-200% of the minor reactant; the molar ratio between reactant and organic solvent is 0.021-1; the reactio period is 2-20 hr; the reaction temperature is 50-200 deg.C; and the CO pressure is 1-10 MPa gage pressure.

Description

technical field [0001] The invention relates to benzoyl-substituted urea compounds, in particular to a method for catalyzing carbonylation to synthesize benzoyl-substituted urea compounds. Background technique [0002] Benzoylurea compounds containing substituted peptide bonds (-CONHCONH-) have certain biological activities and can be used as pesticide products such as bioinsecticides and fungicides, and are also intermediates of fine chemical products such as medicines, pesticides and dyes. At present, the phosgene method or phosgene-like method is mainly used to synthesize these compounds in industry. The disadvantage is that phosgene is highly toxic and produces a large amount of corrosive chlorine-containing by-products during the reaction process, which are not only environmental pollutants, but also make The equipment is severely corroded. In recent decades, people have been looking for ways to replace phosgene, (Document 1: Goodall BL.EP 0398404, 1990; Document 2: Dr...

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Problems solved by technology

At present, the phosgene method or phosgene-like method is mainly used to synthesize these compounds in industry. The disadvantage is that phosgene is highly toxic and produces a large amount of corrosive chlorine-containing by-products during the reaction process, which are not only environmental pollutants, but also make Equipment is heavily corroded

In recent decades, people have been looking for ways to replace phosgene, (Document 1: Goodall BL.EP 0398404, 1990; Document 2: Drent E, Prillwitz P E.EP 225673, 1987), a kind of noble metals such as Pd As a catalyst, CO is a carbonylation reagent, and the method of synthesizing benzoyl-substituted urea compounds from benzamide and aromatic nitro compounds has attracted more and more attention because of its few reaction steps, atom economy and environmental friendliness. Its shortcoming is that the catalyst used in the reaction is precious metals such as expensive palladium, and the reaction conditions are relatively harsh.

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