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ChemicalBook CAS DataBase List carfentrazone-ethyl
128621-72-7

carfentrazone-ethyl synthesis

2synthesis methods
Carfentraone is usually prepared as the ethyl ester and its commercial follows the route typical of aryl triazolinone herbicides, constructing the triazolinone heterocycle and then attaching the aryl and ethyl ester moieties in controlled steps. Industrial routes generally begin with preparation of a chlorinated or fluorinated benzoic acid derivative, which is then coupled to a hydrazine based intermediate to form the triazolinone ring system through cyclisation and oxidation. Subsequent esterification with ethanol yields the ethyl ester that defines the commercial active ingredient. The process emphasises tight control of halogenation, moisture exclusion, and purification to maintain the required isomeric and impurity profile for herbicide registration and formulation.
128639-02-1 Synthesis
CARFENTRAZONE-ETHYL

128639-02-1
112 suppliers
$60.00/10 mg

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Yield:128621-72-7 7.68 g

Reaction Conditions:

with water;sodium hydroxide in tetrahydrofuran at 20; for 5 h;

Steps:

1.1 (1) Preparation of Intermediate Carboxylic Acid (IV-1)
To a 250 ml reaction flask was added Carfentrazone-Ethyl (10.30 g, 25 mmol) and 80 ml of tetrahydrofuran.Stir until completely dissolved and add sodium hydroxide (1.00 g,A solution of 25 mmol) and water (100 ml) is naturally raised to room temperature and stirred for 5 hours.Stop the reaction, add 100 ml ethyl acetate extraction, the aqueous phase acidified with concentrated hydrochloric acid, filtered,The filter cake was dried to give 7.68 g of intermediate acid IV-1.

References:

Shenyang Sinochem Pesticide Chemical Research And Development Co., Ltd.;Cheng Xueming;Liang Shuang;Ma Hongjuan;Hou Yuehua;Cui Dongliang;Liu Pengfei;Li Bin CN106831618, 2017, A Location in patent:Paragraph 0080; 0081; 0082

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