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Method for synthesizing tebuthiuron technical

A technology of terbuthiauron and synthesis method, which is applied in the field of terbuthiauron technical synthesis, can solve the problems of high safety production cost, explosiveness, and inability to transport, and achieve the effects of reducing equipment investment and strong corrosiveness

Active Publication Date: 2009-12-09
YIFAN AGRI CHEM PLANT ZHEJIANG PROV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, since the methyl isocyanate that must be used in this method is a national designated production point for dangerous chemicals, it is flammable, explosive, and extremely toxic. The requirements for equipment are very strict, and it cannot be transported, and the cost of safe production is relatively high.

Method used

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  • Method for synthesizing tebuthiuron technical
  • Method for synthesizing tebuthiuron technical
  • Method for synthesizing tebuthiuron technical

Examples

Experimental program
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Effect test

specific Embodiment 1

[0014] Specific example 1: 142 kg of 5-tert-butyl-2-methylamino-1,3,4 thiadiazole with a content of 95% was dissolved in 200 L of toluene to prepare a toluene solution for use. Add 85kg of carbamoyl chloride and 160L of anhydrous toluene into a 1000L reaction kettle, open the jacketed ice brine, cool down to about 20°C to 35°C, preferably at 25°C, add the above toluene solution dropwise (guarantee anhydrous), about 1.5 After the dropwise addition for 1 hour, add 82 kg of anhydrous triethylamine (99%) dropwise at 15°C to 35°C, preferably at 20°C, dropwise for about 1 hour, keep warm at 25°C for 1 hour, and heat up to 75°C- 80°C, keep warm for 4.5-5 hours, cool to below 60°C, slowly add 170kg of water (pay attention to avoid flushing), continue to cool down to 15°C-20°C, keep warm for 0.5 hours, filter, dry, and dry to a content of 97 % white product Tebuthiauron 180kg. The yield of this reaction can reach 97.0%.

specific Embodiment 2

[0015] Specific example 2: 142 g of 5-tert-butyl-2-methylamino-1,3,4 thiadiazole with a content of 95% was dissolved in 200 mL of toluene to prepare a toluene solution for use. Add 105g of carbamoyl chloride and 160mL of anhydrous toluene into a 1000mL four-neck bottle, cool down to about 20°C to 35°C, preferably 20°C, add the above toluene solution dropwise (guaranteed anhydrous), and add dropwise for about 1.5 hours After completion, add 112 g of anhydrous triethylamine (99%) dropwise at 15°C to 35°C, preferably at 25°C, dropwise for about 1 hour, keep warm at 25°C for 1 hour, and heat up to 75°C-80°C. Insulate and react for 4.5 hours, cool to below 60°C, slowly add 210g of water, continue to cool down to 15°C-20°C, keep warm for 0.5 hours, filter, dry, and dry to obtain 185g of the white product Tebuthiauron with a content of 95%. The yield of this reaction can reach 97.5%.

specific Embodiment 3

[0016] Specific Example 3: In a 1000ml four-neck bottle, add 142g of 95% 5-tert-butyl-2-methylamino-1,3,4thiadiazole at 25°C, 200ml of toluene, and 85g of methylcarbamoyl chloride. Enter nitrogen, heat up to 75°C-80°C, preferably 75°C, react for 4-5 hours, preferably 4.5 hours, cool to below 60°C, slowly add 170g of water, continue to cool down to 15°C-20°C, keep warm for 0.5 hours and then filter , dried, and dried to obtain 170 g of 92% white product Tebuthiauron. The yield of this reaction can reach 87.0%.

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Abstract

The invention relates to a method for synthesizing tebuthiuron technical. The method adopts methylaminoformyl chloride and 5-tert-butyl-2-methylamino-1,3,4 thiadiazole to directly react to generate the tebuthiuron with the reaction formula as the above. The new method avoids using inflammable and explosive dangerous chemical methyl isocyanate with great toxicity, and is safer for production. The method reduces the requirement on equipment materials, and reduces equipment investment.

Description

technical field [0001] The invention relates to a method for synthesizing the original drug of tebuthiauron. Tebuthiauron is a broad-spectrum herbicide for controlling herbaceous and grassy plants, mainly used to control weeds in non-arable land, shrubs in pasture areas, gramineous and broad-leaved weeds in sugarcane fields. Its chemical name is 1-(5-tert-butyl-1,3,4-thiadiazol-2-yl)-1,3-dimethylurea, its common name is tebuthiuron, and its structural formula is: [0002] Background technique [0003] Tebuthiauron is a broad-spectrum urea herbicide for the control of herbs and grasses. It is mainly used to control weeds in non-arable land, shrubs in pasture areas, grasses and broad-leaved weeds in sugarcane fields. Tebuthiauron’s acute oral and dermal toxicity in rats is low toxicity, no irritation to the eyes and skin, and the skin sensitization is a class I weak sensitizer, which is in line with the development direction of pesticides in my country. Exclusively produce...

Claims

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Application Information

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IPC IPC(8): C07D285/135
Inventor 吴正绍王学胜吴贯中
Owner YIFAN AGRI CHEM PLANT ZHEJIANG PROV
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