Method for synthesis of tetrazolylacetic acid using hydrazine hydrate method

A technology of tetrazolium acetic acid and hydrazine hydrate, applied in the direction of organic chemistry and the like, can solve the problems of heavy environmental pollution, low safety factor and high production cost, and achieve the effects of high product purity, low production cost and reduced production cost

Active Publication Date: 2019-10-08
CHEM TECH ACAD OF SHANDONG PROVINCE
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Benefits of technology

This patented technology describes making certain types of compounds from aminonitrogenic acids called tetraazoleacetic acid (TAA). These TAA are used as starting materials because they have several advantages compared to other methods such as nitrilotriacetonates. They also improve their overall efficiency during manufacturing processes while reducing its risk of explosions due to flammable substances produced when exposed at elevated temperatures. Overall, this new approach simplifies the way these molecules were made up without generating any harmful wastes that could affect environmental quality standards.

Problems solved by technology

This patented describes different ways to produce tetrazoline (TZ) that could have various benefits like reducing drug resistance issues caused by microorganisms called MRSA. However, current techniques require expensive starting products from multiple sources and involve complicated steps during their formation processes. Additionally, these existing technologies often result in poor yields and increased costs associated with disposable plastic containers containing residual amounts of impurity compounds.

Method used

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  • Method for synthesis of tetrazolylacetic acid using hydrazine hydrate method

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Embodiment 1

[0029] Add 44.46 g (0.3 mol) of triethyl orthoformate, 75.07 g (1 mol) of glycine and 300.25 g (5 mol) of glacial acetic acid into a 1000 mL reaction flask and react under reflux at 25° C. for 1 h. Add 29.5 g (0.5 mol) of 85% hydrazine hydrate to the above system, and heat under reflux at 55° C. for 3 h. Then add 41.40 g (0.6 mol) of sodium nitrite solid, and after reacting at 60 ° C for 2 hours, add 25 g (0.25 mol) of 98% concentrated sulfuric acid solution dropwise therein. , crystals were precipitated, and dried to obtain 30.2 g of tetrazoleacetic acid. Yield: 78.62%, content 99.6% (HPLC), melting point: 127-129°C.

Embodiment 2

[0031] 74.1 g (0.5 mol) of triethyl orthoformate, 75.07 g (1 mol) of glycine and 480.4 g (8 mol) of glacial acetic acid were added to a 1000 mL reaction flask and reacted under reflux at 45° C. for 3 h. Add 47.12 g (0.8 mol) of 85% hydrazine hydrate to the above system, and heat under reflux at 75° C. for 1 h. Then add 41.40 g (0.6 mol) of sodium nitrite solid, and after reacting at 60 ° C for 2 hours, add 25 g (0.25 mol) of 98% concentrated sulfuric acid solution dropwise therein. , crystals were precipitated, and dried to obtain 50.62 g of tetrazoleacetic acid. Yield: 79.07%, content 99.6% (HPLC), melting point: 128-129°C.

Embodiment 3

[0033] 74.1 g (0.5 mol) of triethyl orthoformate, 75.07 g (1 mol) of glycine and 480.4 g (8 mol) of glacial acetic acid were added to a 1000 mL reaction flask and reacted under reflux at 25° C. for 1 h. Add 47.12 g (0.8 mol) of 85% hydrazine hydrate to the above system, and heat under reflux at 75° C. for 3 h. Then add 55.20 g (0.8 mol) of sodium nitrite solid, and after reacting at 60 ° C for 2 hours, add 50 g (0.5 mol) of 98% concentrated sulfuric acid solution dropwise therein. , crystals were precipitated, and dried to obtain 50.9 g of tetrazoleacetic acid. Yield: 79.5%, content 99.6% (HPLC), melting point: 128-129°C.

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Abstract

The invention discloses a method for synthesis of tetrazolylacetic acid using a hydrazine hydrate method. The tetrazolylacetic acid is prepared from the raw materials of triethylorthoformate, glycine,hydrazine hydrate, sodium nitrite and the like. According to the method for synthesis of tetrazolylacetic acid using the hydrazine hydrate method, the processing route of a traditional azide ester method that sodium azide is adopted as a raw material to prepare the tetrazolylacetic acid is abandoned, the safety of the production technology is improved, the production cost is low, no waste water or waste gas is generated in the whole technology, the method accords with the production requirement of green chemical, co-produced salt sodium sulfate can be sold out directly, and the production cost is further lowered. According to the method for synthesis of tetrazolylacetic acid using the hydrazine hydrate method, the synthetic route is simple, the product purity is high, the maneuverabilityand the repeatability are high, and industrial production is facilitated.

Description

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Claims

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Application Information

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Owner CHEM TECH ACAD OF SHANDONG PROVINCE
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