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Method for production of phosphonomethylglycin

A technology of phosphonomethyliminodiacetic acid and sulfurous acid, which is applied in chemical instruments and methods, compounds of Group 5/15 elements of the periodic table, organic chemistry, etc. Complexity, etc.

Inactive Publication Date: 2004-11-24
BASF AG
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

On an industrial scale, the control complexity of these processes is enormous, since the gas formed when the N-oxide is converted to phosphonomethylglycine is released in an uncontrolled manner, and the temperature of the reaction mixture can be drastically increased. to climb

Method used

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Examples

Experimental program
Comparison scheme
Effect test

example 1

[0029] 38 g of N-phosphonomethyliminodiacetic acid and 0.92 g of ammonium molybdate tetrahydrate were suspended in 100 ml of water, and the suspension was warmed to 65°C. Then 20.6 g of a 30% strength hydrogen peroxide solution were added dropwise within 30 minutes, and stirring was continued at 65° C. for 1 hour, during which time a clear solution was formed. h 2 o 2 The test was negative. At 40°C, add this N-oxide solution dropwise to 10 mL of SO in 30 min. 2 in saturated aqueous solution. Continuous gas evolution was observed. Even when the N-oxide is being metered in, a colorless precipitate still forms. Stirring was then continued for 1 hour at 40°C. The separated precipitate was filtered and dried at room temperature. In this way, 23.2 g of N-phosphonomethylglycine were isolated with a purity of 96%. This corresponds to a yield of 79%, based on the amount of N-phosphonomethyliminodiacetic acid used.

example 2

[0031] 38 g of N-phosphonomethyliminodiacetic acid and 0.92 g of ammonium molybdate tetrahydrate were suspended in 100 ml of water, and the suspension was warmed to 65°C. Then 20.6 g of a 30% strength hydrogen peroxide solution were added dropwise within 30 minutes, and stirring was continued at 65° C. for 1 hour, during which time a clear solution was formed. h 2 o 2 The test was negative. The solution was cooled to room temperature. This N-oxide solution was added dropwise within 30 minutes to the 2 and N 2 of the mixture in 10 ml of water. During N-oxide addition, more SO 2 and N 2 The mixture is metered into this solution. Continuous gas evolution was observed and the temperature climbed to 55°C. The mixture was then stirred at 5°C for 30 minutes. The separated precipitate was filtered and dried. In this way, 22.0 g of N-phosphonomethylglycine were isolated with a purity of 98%. This corresponds to a yield of 76%, based on the amount of N-phosphonomethyliminodi...

example 3

[0033] 60 g of N-phosphonomethyliminodiacetic acid and 1.23 g of ammonium molybdate tetrahydrate were suspended in 75 ml of water, and the suspension was warmed to 55°C. Then 19.8 g of a 50% strength hydrogen peroxide solution were added dropwise within 15 minutes, and stirring was continued at 65° C. for 1.5 hours, during which time a clear solution was formed. In the next step, 2 mL of saturated SO 2 The solution and 15% of the prepared N-oxide solution were introduced into a reaction vessel at 40°C. This N-oxide is then added dropwise such that the generated CO 2 The molar amount of is about 70% of the molar amount of N-oxide that has been added dropwise. Thus, for example, 1.7 liters of CO are formed after a total of 30% of the N-oxide solution has been introduced 2 . This metering method prevents the build-up of N-oxides in the solution. If CO 2 release rate slows down, add SO 2 solution makes CO 2 The amount of formed corresponds to about 70% of the N-oxide that ...

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Abstract

The present invention relates to a process for the preparation of phosphonomethylglycine in which N-phosphonomethyliminodiacetic acid N-oxide is brought into contact with a catalytically active quantity of at least one catalyst, selected from amongst a thionyl halide, ammonium dithionite or an alkali metal dithionite, a dialkyl sulfite, sulfur dichloride, sulfur dioxide and sulfurous acid, in a reaction chamber by metering the N-phosphonomethyliminodiacetic acid N-oxide into the reaction chamber in such a way that always at least 50% of the N-oxide metered into the reaction chamber are converted.

Description

technical field [0001] The present invention relates to a method for preparing phosphonomethylglycine from N-phosphonomethyliminodiacetic acid N-oxide. Background technique [0002] Phosphonomethylglycine, known by the common name glyphosate, is a potent phytotoxic compound used as a herbicide. [0003] EP-A-439445 describes the preparation of phosphonomethylglycine from N-phosphonomethyliminodiacetic acid. The latter is oxidized in an aqueous solution using a peroxide, if appropriate in the presence of a catalytic amount of a water-soluble molybdenum compound, to obtain the intermediate N-phosphonomethyliminodiacetic acid N-oxide. The N-oxide is then converted to phosphonomethylglycine in the presence of a catalytic amount of metabisulfite compound and a water soluble molybdenum compound. [0004] EP-A-464017 describes the preparation of phosphonomethylglycine from phosphonomethyliminodiacetic acid in the same process steps. The oxidation to obtain...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/40C07F9/38
CPCC07F9/3813C07F9/38
Inventor N·C·奥斯汀T·巴茨M·费希尔
Owner BASF AG
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