阅读说明：本技术 一种2-溴丙二醛合成方法 (Synthesis method of 2-bromomalondialdehyde ) 是由 陈晓强 方欢 于 2019-10-31 设计创作，主要内容包括：本发明公开了一种2-溴丙二醛的合成方法,其特征在于,包括以下步骤：以2-溴-1,3-丙二醇为原料,水作溶剂,在碱性条件下加入催化剂量的2,2,6,6-四甲基哌啶-氮-氧化物,并于低温滴加次氯酸钠,冷却结晶,过滤,得到2-溴丙二醛,纯度大于99%；本合成路线以TEMPO为催化剂,用次氯酸钠氧化醇为醛,一步法得到目标化合物,反应条件温和,产品质量好,收率高,操作简便。(The invention discloses a method for synthesizing 2-bromomalondialdehyde, which is characterized by comprising the following steps: taking 2-bromo-1, 3-propanediol as a raw material, taking water as a solvent, adding 2,2,6, 6-tetramethylpiperidine-nitrogen-oxide in a catalytic amount under an alkaline condition, dropwise adding sodium hypochlorite at a low temperature, cooling, crystallizing and filtering to obtain 2-bromomalondialdehyde with the purity of more than 99%; the synthesis route takes TEMPO as a catalyst and sodium hypochlorite oxidized alcohol as aldehyde to obtain the target compound by a one-step method, and has the advantages of mild reaction conditions, good product quality, high yield and simple and convenient operation.)

1. The method for synthesizing 2-bromomalondialdehyde is characterized by comprising the following steps: taking 2-bromo-1, 3-propanediol as a raw material, taking water as a solvent, adding 2,2,6, 6-tetramethylpiperidine-nitrogen-oxide in a catalytic amount under an alkaline condition, dropwise adding sodium hypochlorite at a low temperature, cooling, crystallizing and filtering to obtain 2-bromomalondialdehyde.

2. The method for synthesizing 2-bromomalondialdehyde as claimed in claim 1, which comprises the following steps: taking 2-bromo-1, 3-propanediol as a raw material, taking water as a solvent, adding a catalyst 2,2,6, 6-tetramethylpiperidine-nitrogen-oxide under an alkaline condition, dropwise adding sodium hypochlorite at a low temperature, reacting for 2-4h, adjusting the pH value to 2-5 with hydrochloric acid, cooling, crystallizing, and filtering to obtain 2-bromomalondialdehyde, wherein the 2,2,6, 6-tetramethylpiperidine-nitrogen-oxide: 2-bromomalondialdehyde: the molar ratio of sodium hypochlorite =1:50-100: 125.

3. The method for synthesizing 2-bromomalondialdehyde as claimed in claim 2, wherein the alkaline condition is to add sodium carbonate in an amount equal to the molar amount of 2-bromo-1, 3-propanediol.

4. The method for synthesizing 2-bromomalondialdehyde as claimed in claim 2, wherein the low temperature is-10 to 0 ℃.

5. The method for synthesizing 2-bromomalondialdehyde as claimed in claim 2, wherein the sodium hypochlorite is freshly prepared.

6. The method for synthesizing 2-bromomalondialdehyde as claimed in claim 2, wherein the reaction is carried out for 3h, and then the pH of the hydrochloric acid is adjusted to 2.

7. The method for synthesizing 2-bromomalondialdehyde as claimed in claim 2, wherein the purity of the product 2-bromomalondialdehyde is not less than 99%.

8. Use of a method of synthesis of 2-bromomalondialdehyde as claimed in any one of claims 1 to 7 in the manufacture of a medicament.

Technical Field

The invention belongs to the technical field of drug synthesis, and relates to a synthesis method of 2-bromomalondialdehyde.

Technical Field

The 2-bromomalondialdehyde, also known as bromomalondialdehyde, is a main intermediate for synthesizing heterocyclic compounds such as pyrimidine, imidazole and the like, and is widely applied to the synthesis of liquid crystals and the synthesis of partial raw material medicaments. The chemical structure is as follows:

Disclosure of Invention

Aiming at the defects, the invention provides a one-step method for synthesizing 2-bromomalondialdehyde, the synthetic route is shown in figure 2, the product quality is good, the yield is high, the operation is simple and convenient, and the method has good industrialization prospect.

In order to achieve the aim, the invention adopts the following technical scheme:

a method for synthesizing 2-bromomalondialdehyde comprises the following steps: taking 2-bromo-1, 3-propanediol as a raw material, taking water as a solvent, adding 2,2,6, 6-tetramethylpiperidine-nitrogen-oxide in a catalytic amount under an alkaline condition, dropwise adding sodium hypochlorite at a low temperature, cooling, crystallizing and filtering to obtain 2-bromomalondialdehyde. The synthesis route has mild reaction conditions, few steps, one-step completion, great time and cost saving, high product yield and high purity.

Further, the synthesis method of the 2-bromomalondialdehyde comprises the following steps: taking 2-bromo-1, 3-propanediol as a raw material, taking water as a solvent, adding a catalyst 2,2,6, 6-tetramethylpiperidine-nitrogen-oxide under an alkaline condition, dropwise adding sodium hypochlorite at a low temperature, reacting for 2-4h, adjusting the pH value to 2-5 with hydrochloric acid, cooling for crystallization, and filtering to obtain 2-bromomalondialdehyde; the 2,2,6, 6-tetramethylpiperidine-nitrogen-oxide: 2-bromomalondialdehyde: the molar ratio of sodium hypochlorite is 1:50-100: 125.

Further, according to the synthesis method of the 2-bromomalondialdehyde, sodium carbonate with the molar quantity equal to that of the 2-bromo-1, 3-propanediol is added under the alkaline condition.

Further, the low temperature of the synthesis method of the 2-bromomalondialdehyde is-10-0 ℃.

Further, in the synthesis method of the 2-bromomalondialdehyde, the sodium hypochlorite is freshly prepared. Sodium hypochlorite is extremely unstable, is a very weak acid, weaker than carbonic acid, and is comparable to hydrogen sulfuric acid. Has strong oxidizing and bleaching effects, so that fresh preparation is good each time the detergent is used.

Further, the 2-bromomalondialdehyde synthesis method is used for reacting for 3 hours, and after the reaction is finished, the pH value is adjusted to 2 by hydrochloric acid.

Further, according to the synthetic method of the 2-bromomalondialdehyde, the purity of the product 2-bromomalondialdehyde is more than or equal to 99%. The fewer impurities, the better the medication of the finally prepared drug of the action intermediate.

Further, the synthesis method of the 2-bromomalondialdehyde is applied to the production of medicines.

The 2-bromomalondialdehyde is an important intermediate in the pharmaceutical industry, and has wide application prospect and great demand.

According to the technical scheme, the invention has the following beneficial effects: the synthesis route has mild reaction conditions, few steps, one-step completion, time and cost saving, high product yield, high purity, less three wastes, no generation of corrosive gas, simple and convenient post-treatment, accordance with the current requirements of green chemistry, obvious economic and social benefits and good industrial application prospect.

Drawings

FIG. 1 is a scheme of synthesis of 2-bromomalondialdehyde in the prior art;

FIG. 2 is a scheme of the synthesis of 2-bromomalondialdehyde according to the invention.

Detailed Description

The invention will be further elucidated by means of several specific examples, which are intended to be illustrative only and not limiting.