Synthetic method for L-type glufosinate ammonium

Abstract

The invention relates to a synthetic method for L-type glufosinate ammonium. The synthetic method includes the steps that 4-(oxethyl-(methyl) phosphinyl)-2-acetoxyl butyl cyanide and hydrochloric acid react to obtain 4-(hydroxyl-(methyl) phosphinyl)-2-hydroxybutyric acid; 4-(hydroxyl-(methyl) phosphinyl)-2-hydroxybutyric acid reacts with a sodium hydroxide water solution to obtain 4-(sodium hydroxyl-(methyl) phosphinyl)-2-sodium hydroxyl butyrate; 4-(sodium hydroxyl-(methyl) phosphinyl)-2-sodium hydroxyl butyrate reacts with a sodium hypochlorite water solution to obtain 4-(sodium hydroxyl-(methyl) phosphinyl)-2-sodium carbonyl butyrate; 4-(sodium hydroxyl-(methyl) phosphinyl)-2-sodium carbonyl butyrate reacts with hydrogen chloride gas to obtain 4-(hydroxyl-(methyl) phosphinyl)-2-carbonyl butyric acid; 4-(hydroxyl-(methyl) phosphinyl)-2-carbonyl butyric acid reacts with liquid ammonia, and then hydrogen is introduced for reacting to obtain L-type glufosinate ammonium. The synthetic method is simple in technical process, small in pollution, high in yield and low in cost, the obtained finished product is levorotatory glufosinate ammonium with the efficient weeding effect, and the weeding effect of glufosinate ammonium is greatly improved.

Description

technical field

[0001] The invention relates to a method for synthesizing L-type glufosinate-ammonium ammonium salt. Background technique

[0002] As a phosphonic acid herbicide, glufosinate-ammonium is a partial systemic and non-conductive contact herbicide. By inhibiting the activity of glutamine synthetase in plants, it leads to the obstruction of glutamine synthesis, disorder of nitrogen metabolism, ammonia ion Accumulation, thereby destroying the plant cell membrane, preventing the plant from photosynthesizing and dying. With the increasing resistance to glyphosate, the increase of difficult-to-control weeds, and the approaching date of the ban on paraquat, glufosinate-ammonium, as an ideal substitute for large-tonnage weed control, has gradually become a hot spot in the industry. Except for the 90% L-type glufosinate-ammonium registered by Meiji Fruit Industry in Japan, all other companies sell a mixture of racemic DL-configuration, which greatly reduces the weeding e...

Examples

Embodiment 1

[0039] Add 23.3 grams of 4-(ethoxy-(methyl)phosphinyl)-2-acetoxybutyrocyanide to 73 grams of 15% hydrochloric acid, heat and reflux at 80°C for 4 hours, and wait for the raw materials to react completely The acid water was distilled off under reduced pressure, then cooled to normal temperature and methanol was added, stirred, and the ammonium chloride formed was filtered off, and the methanol filtrate was distilled off methanol under negative pressure at 20°C. Add water and sodium hydroxide to the residue to neutralize to obtain disodium salt, then add 0.117 grams of catalyst ruthenium oxide, add dropwise 59.6 grams of 15% content of new sodium hypochlorite under stirring, control the temperature at about 30 ° C to complete the dropwise addition, and keep the temperature for 3 hours. After the oxidation reaction is basically completed, the catalyst is filtered out, most of the water is distilled off under negative pressure, then acetone is added, hydrogen chloride gas is introd...

Embodiment 2

[0041]Add 23.3 grams of 4-(ethoxy-(methyl)phosphinyl)-2-acetoxybutyrocyanide to 73 grams of 15% hydrochloric acid, heat and reflux at 80°C for 6 hours, after the reaction of the raw materials is complete The acid water was distilled off under reduced pressure, then cooled to normal temperature, methanol was added, stirred, and the ammonium chloride formed was filtered off, and methanol was distilled off the methanol filtrate under negative pressure at 15°C. Add water and sodium hydroxide to the residue to neutralize to obtain disodium salt, then add 0.163 g of catalyst ruthenium oxide, add dropwise 74.5 g of 20% fresh sodium hypochlorite with stirring, control the temperature at about 40°C to complete the dropwise addition, and keep the temperature for 4 hours. After the oxidation reaction is basically completed, the catalyst is filtered out, most of the water is distilled off under negative pressure, then acetone is added, hydrogen chloride gas is introduced to neutralize the ...

Embodiment 3

[0043] Add 23.3 grams of 4-(ethoxy-(methyl)phosphinyl)-2-acetoxybutyrocyanide to 146 grams of 10% hydrochloric acid, heat and reflux at 100°C for 8 hours, and wait for the raw materials to react completely The acid water was distilled off under reduced pressure, then cooled to normal temperature and methanol was added, stirred, and the ammonium chloride formed was filtered off, and the methanol filtrate was distilled off methanol under negative pressure at 20°C. Add water and sodium hydroxide to the residue to neutralize to obtain disodium salt, then add 0.186 grams of catalyst ruthenium oxide, add 149.2 grams of 15% fresh sodium hypochlorite dropwise under stirring, control the temperature at about 50°C to complete the dropwise addition, and keep the temperature for 5 hours. After the oxidation reaction is basically completed, the catalyst is filtered out, most of the water is distilled off under negative pressure, then acetone is added, hydrogen chloride gas is introduced to ...

technical field

[0001] The invention relates to a method for synthesizing L-type glufosinate-ammonium ammonium salt. Background technique

[0002] As a phosphonic acid herbicide, glufosinate-ammonium is a partial systemic and non-conductive contact herbicide. By inhibiting the activity of glutamine synthetase in plants, it leads to the obstruction of glutamine synthesis, disorder of nitrogen metabolism, ammonia ion Accumulation, thereby destroying the plant cell membrane, preventing the plant from photosynthesizing and dying. With the increasing resistance to glyphosate, the increase of difficult-to-control weeds, and the approaching date of the ban on paraquat, glufosinate-ammonium, as an ideal substitute for large-tonnage weed control, has gradually become a hot spot in the industry. Except for the 90% L-type glufosinate-ammonium registered by Meiji Fruit Industry in Japan, all other companies sell a mixture of racemic DL-configuration, which greatly reduces the weeding e...

Examples

Embodiment 1

[0039] Add 23.3 grams of 4-(ethoxy-(methyl)phosphinyl)-2-acetoxybutyrocyanide to 73 grams of 15% hydrochloric acid, heat and reflux at 80°C for 4 hours, and wait for the raw materials to react completely The acid water was distilled off under reduced pressure, then cooled to normal temperature and methanol was added, stirred, and the ammonium chloride formed was filtered off, and the methanol filtrate was distilled off methanol under negative pressure at 20°C. Add water and sodium hydroxide to the residue to neutralize to obtain disodium salt, then add 0.117 grams of catalyst ruthenium oxide, add dropwise 59.6 grams of 15% content of new sodium hypochlorite under stirring, control the temperature at about 30 ° C to complete the dropwise addition, and keep the temperature for 3 hours. After the oxidation reaction is basically completed, the catalyst is filtered out, most of the water is distilled off under negative pressure, then acetone is added, hydrogen chloride gas is introd...

Embodiment 2

[0041]Add 23.3 grams of 4-(ethoxy-(methyl)phosphinyl)-2-acetoxybutyrocyanide to 73 grams of 15% hydrochloric acid, heat and reflux at 80°C for 6 hours, after the reaction of the raw materials is complete The acid water was distilled off under reduced pressure, then cooled to normal temperature, methanol was added, stirred, and the ammonium chloride formed was filtered off, and methanol was distilled off the methanol filtrate under negative pressure at 15°C. Add water and sodium hydroxide to the residue to neutralize to obtain disodium salt, then add 0.163 g of catalyst ruthenium oxide, add dropwise 74.5 g of 20% fresh sodium hypochlorite with stirring, control the temperature at about 40°C to complete the dropwise addition, and keep the temperature for 4 hours. After the oxidation reaction is basically completed, the catalyst is filtered out, most of the water is distilled off under negative pressure, then acetone is added, hydrogen chloride gas is introduced to neutralize the ...

Embodiment 3

[0043] Add 23.3 grams of 4-(ethoxy-(methyl)phosphinyl)-2-acetoxybutyrocyanide to 146 grams of 10% hydrochloric acid, heat and reflux at 100°C for 8 hours, and wait for the raw materials to react completely The acid water was distilled off under reduced pressure, then cooled to normal temperature and methanol was added, stirred, and the ammonium chloride formed was filtered off, and the methanol filtrate was distilled off methanol under negative pressure at 20°C. Add water and sodium hydroxide to the residue to neutralize to obtain disodium salt, then add 0.186 grams of catalyst ruthenium oxide, add 149.2 grams of 15% fresh sodium hypochlorite dropwise under stirring, control the temperature at about 50°C to complete the dropwise addition, and keep the temperature for 5 hours. After the oxidation reaction is basically completed, the catalyst is filtered out, most of the water is distilled off under negative pressure, then acetone is added, hydrogen chloride gas is introduced to ...

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