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The synthetic method of triazole

A synthetic method, triazole technology, applied in the field of organic chemical synthesis, can solve the problems of no obvious advantages in comprehensive cost, difficult separation of formamide, high production cost, etc., and achieve low comprehensive cost, low equipment requirements, and few by-products Effect

Inactive Publication Date: 2016-03-30
重庆锦杉科技有限公司
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AI Technical Summary

Problems solved by technology

This method is divided into two stages of reaction, the operation is relatively complicated, and the yield is low (70-80%);
[0005] (2) Formamide-hydrazine hydrate method: prepared from formamide and hydrazine hydrate as raw materials, the production process of this method is simple, and the yield is higher (90-95%), but because the price of formamide is higher than ammonium formate, the product Unreacted formamide is not easy to separate from the product, and this method has no obvious advantage in overall cost;
This method no longer feeds ammonia gas and absorbs tail gas ammonia, and the production process is simpler than the formic acid method, but the corrosion problem of formic acid still exists
[0008] In addition, the above methods all use hydrazine hydrate as a raw material, which is the main reason for the high production cost of synthesizing 1,2,4-triazole

Method used

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preparation example Construction

[0034] Technical scheme of the present invention is the synthetic method of triazole, comprises the steps:

[0035] The first step: reacting ammonia, hydrogen peroxide and butanone in the presence of formamide to prepare butanazine;

[0036] Second step: separating the upper stratum oil phase containing butanazine from the aqueous phase containing formamide;

[0037] The third step: distill the ammonia and butanone in the water phase back to the first step, and distill all the water in the water phase to recover formamide;

[0038] The fourth step: raise the temperature of formamide to 165-190°C, then drop the oil phase into the formamide, and the ammonia and methyl ethyl ketone generated by the reaction are reused in the first step; The temperature is kept at ℃ for 20-60 minutes, and the unreacted butanone azine is distilled and recovered to obtain 1,2,4-triazole.

[0039] Preferably, in the fourth step, the temperature of formamide is raised to 170-175° C., and then the oi...

Embodiment 1

[0058] The reaction process is as figure 1 shown. 216g methyl ethyl ketone, 67.5g formamide (1.5mol) and 340g ammoniacal liquor (mass fraction is 20%) join in the four-neck flask that has reflux condenser, thermometer, dropping funnel and stirring, add mass in the dropping funnel The fraction is 113.3g (1mol) of 30% hydrogen peroxide, heat the reaction solution to 45°C, add hydrogen peroxide dropwise, control the reaction temperature to 45°C, drop it in 3 to 4 hours, and keep it warm at 50°C for 2 Hour. After the reaction was completed, the reaction solution was transferred to a separatory funnel, and the water phase was separated from the oil phase, which contained 123.2 g (0.88 mol) of butanoneazine in the oil phase. Transfer the water phase into a four-necked flask equipped with a distillation device, a thermometer, a dropping funnel and agitation, heat in an oil bath, and steam out ammonia, methyl ethyl ketone and water (ammonia is absorbed with water, and the methyl eth...

Embodiment 2

[0060] Add 576g butanone, 90g formamide (2mol) and 408g ammonia water (mass fraction is 25%) in the four-neck flask that has reflux condenser, thermometer, dropping funnel and stirring, add mass fraction in the dropping funnel to be 50% 136g (2mol) of % hydrogen peroxide, heated to 40°C, added dropwise hydrogen peroxide, controlled reaction temperature to 40°C, dripped in 3-4 hours, then kept the reaction at 45°C for 2.5 hours after the dropwise addition. After the reaction was completed, the reaction solution was transferred to a separatory funnel, and the water phase was separated from the oil phase, which contained 245.4 g (1.75 mol) of butanoneazine in the oil phase. Transfer the water phase into a four-necked flask equipped with a distillation device, a thermometer, a dropping funnel and agitation, heat in an oil bath, and steam out ammonia, methyl ethyl ketone and water (ammonia is absorbed with water, and the methyl ethyl ketone is condensed and recovered), and the remai...

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Abstract

The invention belongs to the technical field of organic chemical synthesis, particularly relates to a triazole synthesis method and aims at using methyl ethyl ketazine to replace hydrazine hydrate so as to provide a low-cost and high-yield 1,2,4-triazole preparation method. The technical scheme is that the triazole synthesis method comprises the following steps of enabling ammonia, hydrogen peroxide and butanone to react with the presence of formamide to prepare the methyl ethyl ketazine; separating an upper-layer oil phase containing the methyl ethyl ketazine from a water phase containing the formamide, evaporating the ammonia, the butanone and water in the water phase to recover the formamide; rising the temperature of the formamide to be 165 DEG C-190 DEG C, then dropwise adding the oil phase into the formamide, performing heat preservation reaction at the temperature ranging from 165 DEG C to 190 DEG C for 20-60 minutes, recovering incompletely-reacted methyl ethyl ketazine through distillation to obtain 1,2,4-triazole. By means of the triazole synthesis method, the 1,2,4-triazole with purity higher than 95% can be obtained, and the yield is higher than 95% (by formamide).

Description

technical field [0001] The invention belongs to the technical field of organic chemical synthesis, and in particular relates to a synthesis method of triazole. Background technique [0002] 1,2,4-triazole is also known as 1H-1,2,4-triazole, TA-4 triazole brightener, 1,2,4-1H-triazole, triazole, etc., with With strong biological activity, it is widely used in organic synthesis fields such as pesticides, medicines, dyes and rubber additives, and is an important organic chemical intermediate. 1,2,4-Triazole and its derivatives have become one of the hot spots and key areas of drug research and development in recent years, and the market usage is increasing year by year. [0003] At present, there are mainly four methods for synthesizing 1,2,4-triazoles: [0004] (1) Formamide-hydrazine hydrate-ammonia gas method: This method is to react formamide and hydrazine hydrate to first synthesize bishydrazide, and then react with excess ammonia to form triazole. This method is divide...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D249/08
CPCC07D249/08
Inventor 李亚杉
Owner 重庆锦杉科技有限公司
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