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Synthetic method of N-(n-butyl) thiophosphoric triamide

A technology of n-butylthiophosphoric triamide and its synthesis method, which is applied in the fields of chemical instruments and methods, compounds of Group 5/15 elements of the periodic table, organic chemistry, etc., and can solve the difficulty of separation and recycle triethylamine cumbersome procedures and equipment, difficulty in final product separation and purification, and unfavorable for large-scale industrial production, to achieve the effect of cheap raw materials, low equipment requirements, and mild conditions

Active Publication Date: 2012-10-24
SHANGYU SUNFIT CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The use of triethylamine as an acid-binding agent increases the difficulty of separation and the cumbersome procedures and equipment for recycling triethylamine, while increasing the amount of ammonia used, resulting in a waste of resources in production and a certain degree of damage to the environment. Pollution
Patents represented by WO2010045895, US5955630, US208287709, etc., although the above method is also used to prepare, but no other organic acid-binding agent is added in the reaction process, and part of the alkylamine or ammonia acts as a link between the reactant and the acid-binding agent. The double role increases the amount of raw materials used, and there are many by-products, which cause certain difficulties to the separation and purification of the final product. At the same time, the generated alkylamine hydrochloride is treated with lye to recover the alkylamine, which increases the Reaction equipment increases production costs and narrows profit margins, which is not conducive to large-scale industrial production

Method used

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  • Synthetic method of N-(n-butyl) thiophosphoric triamide

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Put 200g of solvent (dichloromethane) and 34.3g (0.20mol) of thiophosphoryl chloride into the reaction bottle, stir and cool down to -5~0°C, while adding 15.4g (0.21mol) of n-butylamine dropwise, dropwise Add 26.7g (0.2mol) of 30% sodium hydroxide solution, control the dropping speed of the two, and finish adding the two at the same time for about 1 hour. After the drop is completed, react for 1 hour at -5 ~ 0°C, and detect sulfur by liquid phase (HPLC). After the phosphorus oxychloride reaction is complete, let stand to separate the layers, take the organic layer, and under the condition of stirring, pass 15.0g (0.88mol) of ammonia gas into the organic layer at -5 ~ 0°C, and the liquid phase (HPLC) detects that the reaction is complete After that, ammonium chloride was removed by filtration, and about 130 g of the solvent (dichloromethane) was recovered from the filtrate under reduced pressure, and the residue was cooled to 0°C to crystallize for 3 hours, filtered, and ...

Embodiment 2

[0024] Put 200g of solvent (dichloromethane) and 34.3g (0.20mol) of thiophosphoryl chloride into the reaction bottle, stir and cool down to -5~0°C, while adding 15.4g (0.21mol) of n-butylamine dropwise, dropwise Add 38g (0.2mol) of 30% potassium hydroxide solution, control the dropping speed of the two, and finish adding the two at the same time for about 1 hour. After the phosphorus oxychloride reaction is complete, let stand to separate layers, take the organic layer, and under the condition of stirring, pass 15.0 g (0.88 mol) of ammonia gas into the organic layer at -5 ~ 0 ° C, and liquid phase (HPLC) detects that after the reaction is complete , filtered to remove ammonium chloride, and the filtrate recovered about 130g of solvent (dichloromethane) under reduced pressure, and the residue was cooled to 0°C to crystallize for 3 hours, filtered, and dried to obtain 28.1g of white crystal N-butylthiophosphoric triamide, Melting point: 57.3-58.5°C, yield: 84.2%, content detecte...

Embodiment 3

[0026] Put 200g of solvent (dichloromethane) and 34.3g (0.20mol) of thiophosphoryl chloride into the reaction bottle, stir and cool down to -5~0℃, while adding 22.0g (0.30mol) of n-butylamine dropwise, dropwise Add 13.3g (0.1mol) of 30% sodium hydroxide solution, control the dropping speed of the two, and drop both at the same time for about 1 hour. After the drop is completed, react for 1 hour at -5 ~ 0°C, and detect sulfur by liquid phase (HPLC). After the phosphorus oxychloride reaction is complete, let stand to separate the layers, take the organic layer, and under the condition of stirring, pass 15.0g (0.88mol) of ammonia gas into the organic layer at -5 ~ 0°C, and the liquid phase (HPLC) detects that the reaction is complete After that, ammonium chloride was removed by filtration, and about 130 g of the solvent (dichloromethane) was recovered from the filtrate under reduced pressure, and the residue was cooled to 0°C to crystallize for 3 hours, filtered, and dried to obta...

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Abstract

The invention discloses a synthetic method of N-(n-butyl) thiophosphoric triamide (NBPT), comprising the following steps: at a certain temperature, respectively adding n-butyl amine and organic alkaline solution dropwisely to a mixed solution of thiophosphoryl chloride and organic solvent; after the reaction, separating water phase, at the constant temperature, introducing ammonia gas into the organic phase, after detection reaction, filtering to remove the generated ammonium chloride, recovering most solvent from the filtrate, cooling, conducting crystallization, filtering, and drying to obtain a final product of NBPT. According to the invention, by using the organic alkaline solution as an acid binding agent, the disadvantage of complicated recovery of organic alkali is overcome, and inorganic salts can be directly removed after the reaction; the method has the advantages of easy obtainment of raw materials, cheap raw materials, simple operation steps, and high yield and high purity of products, and is suitable for industrial production.

Description

(1) Technical field [0001] The invention relates to a synthesis method of N-n-butylthiophosphoric triamide (NBPT), in particular to a method suitable for industrialization of N-n-butylthiophosphoric triamide. (2) Background technology [0002] For a long time, the low utilization rate of nitrogen fertilizer and the pollution of the environment have been one of the world's focus issues. Urea is the most widely used, largest and most popular fertilizer variety in the world and in my country. However, due to the large amount of application and the low utilization rate of only 30% to 35%, it is necessary to control the reduction of nitrogen loss and the resulting water pollution, soil pollution, and agricultural product pollution caused by the accumulation of ammonia and nitrate in the soil. A series of environmental problems need to be solved urgently. Therefore, improving the efficiency of nitrogen fertilizers to avoid environmental pollution, paying attention to the release...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/22
Inventor 黄生建
Owner SHANGYU SUNFIT CHEM
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