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Glufosinate-ammonium preparation method

A technology of glufosinate and diethyl methylphosphonite, applied in the field of improved preparation of glufosinate and its derivatives, can solve the problem of low actual yield

Active Publication Date: 2013-07-03
SINOCHEM LANTIAN +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The theoretical yield reported by this method is more than 90%, but the actual yield is lower

Method used

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  • Glufosinate-ammonium preparation method
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  • Glufosinate-ammonium preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Embodiment 1: compound (VIII) preparation

[0036] (1) Synthesis of compound (IV)

[0037] Add 0.1 mole of diethyl methylphosphonite, 30 ml of tetrahydrofuran, and 0.2 g of hexamethylphosphoric triamide (referred to as "HMPA") to the dry three-neck flask after anaerobic treatment at 20-25 °C, and stir Continuously drop the mixture of 0.1 mole of acrolein and 0.1 mole of acetic anhydride. During the dropping process, keep the internal temperature below 25°C. The reaction is an exothermic process. Control the dropping time within 1-3 hours. Insulate and react at 25-30° C. for 2-4 hours, and analyze by GC whether the raw material diethyl methylphosphonite has reacted completely to obtain the product (IV).

[0038] (2) Synthesis of compound (V)

[0039] Add the addition product (IV) dropwise to the solution of sodium cyanide and ammonium chloride at a temperature of 10-30°C. After the dropwise addition is completed, keep the temperature at 30°C for 1 hour. n-Butanol-Tolu...

Embodiment 2

[0046] Embodiment 2: compound (VIII) preparation

[0047] In an anaerobically treated dry three-neck flask, add 0.5 g of N,N-dimethylformamide to a mixture of 0.1 mole of diethyl methylphosphinate, 0.1 mole of ethanol and 0.1 mole of tetrahydrofuran, and at room temperature Add freshly distilled 0.1 mole of acrolein to 0.1 mole of acetic anhydride, and add dropwise to the diethyl methylphosphonite solution at 25-30°C. The mixture was stirred at 30°C for 2 hours, then added dropwise to an aqueous solution of 0.1 mol sodium cyanide and 0.2 mol ammonium chloride at 25-28°C, and after keeping warm for 1 hour, 50 ml of 28% ammonia water was added. React at 30°C for 2 hours, add the thickened aminonitrile to 200 ml of 37% hydrochloric acid, heat the mixture under reflux for 2 hours, and distill off ethanol and acetic acid. The mixture was concentrated with a rotary evaporator, and the pH value was adjusted to about 9 with ammonia water. The product content was analyzed by liquid ch...

Embodiment 3

[0048] Embodiment 3: compound (VIII) preparation

[0049]In an anaerobically treated dry there-necked flask, 0.2 g of hexamethylphosphoric triamide was added to the mixture of 0.1 mole of diethyl methylphosphinate, 0.1 mole of ethanol and 0.1 mole of ethylene glycol dimethyl ether, Add freshly distilled 0.1 mol acrolein to 0.1 mol acetic anhydride at room temperature, and add dropwise to the diethyl methylphosphonite solution at 25-30°C. The mixture was stirred at 30°C for 2 hours, then added dropwise to an aqueous solution of 0.1 mol sodium cyanide and 0.2 mol ammonium chloride at 25-28°C, and after keeping warm for 1 hour, 50 ml of 28% ammonia water was added. React at 30°C for 2 hours, add the thickened aminonitrile to 200 ml of 37% hydrochloric acid, heat the mixture under reflux for 2 hours, and distill off ethanol and acetic acid. The mixture was concentrated with a rotary evaporator, and the pH value was adjusted to about 9 with ammonia water. The content of the produc...

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Abstract

The invention discloses a Glufosinate-ammonium and its derivative improved preparation method, the method comprises the following steps: diethyl methyl-phoshphonite, acraldehyde and acetic anhydride are subjected to an addition reaction, a reactant, sodium cyanide (editpotassium cyanide for replacing) and an ammonia water solution of ammonium chloride are subjected to an improved STRECKER reaction without separation, the product is subjected to hydrolysis and ammonification for forming salt to obtain Glufosinate-ammonium. The preparation method has the characteristics of high selectivity and high yield.

Description

technical field [0001] The invention relates to an improved preparation method of glufosinate and its derivatives, in particular to a method for preparing glufosinate and its derivatives by using diethyl methyl phosphite as a raw material. Background technique [0002] Glufosinate (glufosinate) is a kind of non-selective herbicide with partial systemic effect successfully researched and developed by Hearst Company. The chemical name is: DL-methyl-(3-amino-3-carboxypropyl) Ammonium phosphonate, structural formula is as follows (I): [0003] [0004] German Herchester-Scherling Agricultural Development Co., Ltd. Chinese patent CN1267305A reports that diethyl methyl phosphite is used as raw material, acetic anhydride is used as condensation agent, and after adding acrolein, it is obtained by STRECKER reaction, hydrolysis and salt formation Glufosinate. This is a classic synthesis route of glufosinate, and the reaction yield is high. However, when hexanoic anhydride is used...

Claims

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Application Information

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IPC IPC(8): C07F9/30
Inventor 虞小华王国超孔小林黄红英
Owner SINOCHEM LANTIAN
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