3-N-cyclopropylmethyl-2-fluorobenzamide compound as well as preparation method and application thereof

Abstract

The invention provides a 3-N-cyclopropylmethyl-2-fluorobenzamide compound as well as a preparation method and application thereof. The compound has a structure as shown in a formula I which is described in the specification. The compound can be used for preparing an m-diamide compound with a 3-position N-cyclopropyl methyl derivative substituent, and the m-diamide compound with the 3-position N-cyclopropyl methyl derivative substituent has the characteristics of being good in fast-acting property, low in dosage and more beneficial to environmental protection when being used as an insecticide. The 3-N-cyclopropyl methyl-2-fluorobenzamide compound provided by the invention is easy to synthesize and mild in condition, and is easy to synthesize, low in synthesis cost and high in yield when being used for preparing an insecticide of the m-diamide compound with the 3-position N-cyclopropyl methyl derivative substituent.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and relates to a 3-N-cyclopropylmethyl-2-fluorobenzamide compound and a preparation method and application thereof. Background technique [0002] CN109497062A and CN110028423A disclose m-diamide compounds substituted by 3-position N-cyclopropylmethyl derivatives with insecticidal activity. [0003] CN110028423A discloses two routes for the preparation of 3-position N-cyclopropylmethyl derivatives substituted iso-diamides. The representative synthetic route of Route 1 is the intermediates KC1 and KC2 of Synthesis Example 4, at -70°C , using tetrahydrofuran as a solvent and lithium diisopropylamide as a base to synthesize the target compound, the reaction conditions are harsh and the yield is low. [0004] [0005] Route 2 is the reaction of KC3 and the key intermediate KC4 to obtain the target compound TM2, and the yield is only 37.5%. Moreover, in the process of synthesizing the ke...

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Problems solved by technology

[0003] CN110028423A discloses two routes for the preparation of 3-position N-cyclopropylmethyl derivatives substituted iso-diamides. The representative synthetic route of Route 1 is the intermediates KC1 and KC2 of Synthesis Example 4, at -70°C , using tetrahydrofuran as a solvent and lithium diisopropylamide as a base to synthesize the target compound, the reaction conditions are harsh and the yield is low

Moreover, in the process of synthesizing the key intermediate KC4 shown in Route 3, a large amount of N,N-diisopropylethylamine and a catalyst need to be added for the reaction of KC5 and KC6, and the yield is only 59.2%.

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