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Production of N-phosphono-glycine alkyl sulfide

A technology of glycine alkyl and phosphonomethyl is applied in the field of preparation of N-glycine trimethyl sulfonium salt, can solve problems such as complicated production process, and achieve the effects of reduced production cost, fewer steps and high reaction yield

Inactive Publication Date: 2007-06-20
上海申大科技公司 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The main applicant of glyphosate-related patents is Monsanto Co., Ltd. (Monsanto Co., USA), such as CN1430622, 9810859.6, 1253562, DE 2366060 6, US 3969398, US 4582650A, US 4898972A, etc.; They are all glyphosate solid products. The premise of these methods is that glyphosate products have been produced, and the production method of glyphosate is from bisglyphosate (N-(phosphonomethyl)iminodiacetic acid) through gas / Prepared by liquid / solid oxidation reaction, so there is a disadvantage of complicated production process

Method used

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  • Production of N-phosphono-glycine alkyl sulfide

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Experimental program
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Effect test

Embodiment 1

[0025] With 5.8g trimethylsulfur iodide (content 99.2%), N-(phosphonomethyl) glycine 2.9g (content 96.7%), 0.29 gram catalyst activated carbon, water 9.9g, trioctylamine 29.6g (36.7ml) , Xylene 31.9g (36.7ml) drops into glass reactor, and reaction temperature is 30 ℃, and reaction time is 3 hours, obtains aqueous phase 14.6g, filters, and pH is close to neutral and slightly acidic, and HPLC analysis records N The content of -(phosphonomethyl)glycine trimethylsulfonium salt was 27.2%, and the yield was 97.6%.

Embodiment 2

[0027] With 6.1g trimethylsulfur iodide (content 98.7%), N-(phosphonomethyl) glycine 3.6g (content 96.7%), 0.29 gram catalyst activated carbon, water 5.5g, tri-dodecyl tertiary amine 46.4 g (56.7ml) and 49.3g (56.7ml) of xylene were put into a glass reactor, the reaction temperature was 20°C, and the reaction time was 4 hours to obtain 10.4g of the aqueous phase, which was filtered, and the pH was about 6, as measured by HPLC analysis. The content of N-(phosphonomethyl)glycine trimethylsulfonium salt was 45.6%, and the yield was 94.0%.

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Abstract

Production of N-(phosphono)glycine alkyl sulfine is carried out by mixing N-(phosphono)glycine with catalyst solid mixture, adding into sulfide trimethide iodide, water and insoluble organic acid catching agent, reacting for 1-5hrs, and collecting aqueous-phase product to obtain the final product. It's cheap and efficient and has less reactive steps.

Description

technical field [0001] The invention relates to a preparation method of N-(phosphonomethyl) glycine trimethylsulfonium salt. Background technique [0002] N-(phosphonomethyl)glycine trimethylsulfonium salt is commonly known as sulfosate, its chemical name is trimethylsulfonium N-phosphonomethylglycine (glyphosate trimesium), its molecular weight is 245.0, and its CA registration number is 81591-81-3. [0003] The structural formula is [0004] [0005] Glufosinate belongs to the phosphonic acid herbicides and is a non-selective stem and leaf herbicide with no soil treatment activity. It can be used for annual or perennial weeds and broad-leaved weeds, including foliar application of woody plants. Low toxicity, the semi-lethal dose for mice is 50mg / kg, and the semi-lethal dose for mice inhaled is 5.18mg / kg. Glufosinate is superior to other herbicides in terms of stem and leaf absorption, in vivo penetration, broadness of herbicidal spectrum, and selectivity to crops and ...

Claims

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Application Information

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IPC IPC(8): C07F9/48A01N57/20A01P13/00
Inventor 陈思浩严政军李欣荣胡顺忠黄永昌范志忠曹俭
Owner 上海申大科技公司