Synthesis method of intermediate 4'-chloro-2-aminobiphenyl of boscalid

Abstract

The invention belongs to the technical field of pesticides, and relates to a preparation technology of an intermediate of an agricultural bactericide, in particular to a preparation technology of 4'-chloro-2-aminobiphenyl. The preparation technology uses p-chloroaniline and aniline as raw materials, at least comprises a diazotization reaction, alkalization, a Gomberg-Buckman reaction and a post-treatment process, and is characterized by comprising the following specific steps: under the action of sodium nitrite, performing the diazotization reaction on the p-chloroaniline, water and hydrochloric acid to generate diazonium salt; with water, tetrahydrofuran or DMF and a mixed solvent thereof as a solvent, performing the Gomberg-Buckman reaction on the diazonium salt and the aniline under an alkaline condition so as to achieve synthesis of a key intermediate 4'-chloro-2-aminobiphenyl of boscalid and a structural analogue thereof. Through inflation of hydrochloric acid gas, 4'-chloro-2-aminobiphenyl hydrochloride is obtained; by virtue of recrystallization, purification of the intermediate is achieved; mother liquor is continuously used, and the total yield reaches 80% or higher.

Description

[0001] Technical field:

[0002] The invention belongs to the technical field of pesticides, and relates to the preparation technology of agricultural fungicide intermediates, in particular to the preparation technology of 4'-chloro-2-aminobiphenyl.

[0003] Background technique:

[0004] It is used as a pesticide intermediate in agriculture and is an important intermediate for the manufacture of boscalid.

[0005] Molecular formula: C12H10ClN

[0006] Chemical name: 2-(4-Chlorophenyl)aniline

[0007] English name: 4'-Chloro-Biphenyl-2-Ylamine

[0008] Relative molecular mass (according to the international relative atomic mass in 2005): 203.6675

[0009] Structural formula:

[0010]

[0011] Boscalid is a new type of nicotinamide systemic fungicide developed by BASF, Germany. It is an inhibitor of succinate coenzyme Q reductase in the mitochondrial respiratory chain. It mainly controls many diseases such as powdery mildew, gray mold, sclerotinia, brown rot and root rot...

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