A kind of preparation method of 6-benzylaminopurine

A technology of benzylaminopurine and benzylamine, which is applied in the field of preparation of 6-benzylaminopurine, can solve the problems of product purity reduction and difficult separation, and achieve the effects of high product purity, simplified reaction, and short reaction route

Active Publication Date: 2018-06-01
浙江大鹏药业股份有限公司
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  • Abstract
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Problems solved by technology

It is also equivalent to first synthesizing 6-chloropurine and then carrying out the substitution reaction. There is also the problem of difficult separation, which reduces the purity of the product, and 6-chloropurine is basically obtained by using hypoxanthine, N,N-dimethyl Add aniline and phosphorus oxychloride to the reactor, heat up to reflux reaction, then reclaim phosphorus oxychloride under reduced pressure, and obtain 6-chloropurine through post-processing, which requires a large amount of phosphorus oxychloride, and at the same time, due to the use of 6-chloropurine , Chloride ions will be produced after the reaction, which will easily lead to the problem of high chloride ion impurity salt content in the product

Method used

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  • A kind of preparation method of 6-benzylaminopurine

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Experimental program
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Effect test

Embodiment 1

[0021] Add 0.1mol (13.6g) hypoxanthine, 0.18mol (19.2g) benzylamine, 5g (I 2 -P 2 o 5 -ZnCl 2 ) catalyst and DMF solvent 200mL, make P 2 o 5 : ZnCl 2 :I 2 The mass ratio is 1:0.3:0.01. Then, heat up to about 70°C, and control the temperature at 70°C for 5 hours. After the reaction, slowly add 1mol (18g) of process water and a small amount of water , is more conducive to the removal of salt components, especially to reduce the influence of chloride ions in the catalyst, and control the temperature at about 70°C to adjust the pH value to neutral. The crude product of 6-benzylaminopurine (6-BA) was 21.9g after drying, the converted yield was 97.22%, and the content was 98.2%. The obtained crude product is tested for chloride ion content, and the content of chloride ion is ≤0.1 ppm. In order to better improve the purity of the product, further refining treatment can be carried out, specifically: add 20 g of the crude product of 6-benzylaminopurine (6-BA) obtained above and...

Embodiment 2

[0023] Add 0.1mol (13.6g) hypoxanthine, 0.15mol (16g) benzylamine, 4g (I 2 -P 2 o 5 -ZnCl 2 ) catalyst and DMF solvent 100mL, make P 2 o 5 : ZnCl 2 :I 2The mass ratio is 1:0.2:0.02. Then, heat up to about 75°C, and control the temperature at 75°C for 4 hours. After the reaction, slowly add 1mol (18g) of process water dropwise, and control the temperature at 75°C Adjust the pH value to neutral at about 75°C. After the adjustment, a large amount of solids are precipitated, and they are directly subjected to suction filtration while hot to obtain the crude product of 6-benzylaminopurine (6-BA). After drying, it is 21.7g, equivalent to yield The rate is 96.2%, and the content is 98.1%. The obtained crude product is tested for chloride ion content, and the content of chloride ion is ≤0.1 ppm. In order to better improve the purity of the product, further refining treatment can be carried out, specifically: add 20 g of the crude product of 6-benzylaminopurine (6-BA) obtained ...

Embodiment 3

[0025] Add 0.1mol (13.6g) hypoxanthine, 0.18mol (21.4g) benzylamine, 6.8g (I 2 -P 2 o 5 -ZnCl 2 ) catalyst and DMF solvent 100mL, make P 2 o 5 : ZnCl 2 : I 2 The mass ratio is 1:0.25:0.01. Then, heat up to about 50°C, and control the temperature at 50°C for 6 hours. After the reaction, slowly add 1mol (18g) of process water dropwise, and control the temperature at 50°C Adjust the pH value to neutral at about 55°C. After the adjustment, a large amount of solids are precipitated, and they are directly subjected to suction filtration while hot to obtain the crude product of 6-benzylaminopurine (6-BA). After drying, it is 20.8g, equivalent to yield The rate is 96.8%, and the content is 98.3%. The obtained crude product is tested for chloride ion content, and the content of chloride ion is ≤0.1ppm. In order to better improve the purity of the product, further refining treatment can be carried out, specifically: add 20 g of the above-mentioned crude product of 6-benzylaminop...

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Abstract

The invention relates to a preparation method of 6-benzylaminopurine and belongs to the technical field of pesticide synthesis. Aiming at solving the problems that an existing reaction route is long and the quality is poor, the invention provides the preparation method of the 6-benzylaminopurine. The method comprises the following steps: in the presence of a compound catalyst of I2, P2O5 and ZnCl2, enabling hypoxanthine and benzylamine to react in an N,N-dimethylformamide solvent under the condition that the temperature is 50 DEG C to 75 DEG C; regulating the pH (Potential of Hydrogen) value to be neutral to obtain a product, wherein the mass ratio of the hypoxanthine to the compound catalyst is 1 to (0.3 to 0.5); the mass ratio of the P2O5 to the ZnCl2 to the I2 is 1 to (0.2 to 0.3) to (0.01 to 0.02). According to the preparation method provided by the invention, a DMF (Dimethyl Formamide)-P2O5-ZnCl2-I2 compound catalysis system can be formed and has a synergistic effect to finish a one-step method; the preparation method has the advantage that the reaction route is short and can also have the effect of relatively high yield and product purity.

Description

technical field [0001] The invention relates to a preparation method of 6-benzylaminopurine, which belongs to the technical field of pesticide synthesis. Background technique [0002] Cytokinin is a kind of active substance that can stimulate cell division. It is not only indispensable for the growth and development of immature embryos, but also has obvious effects on parthenogenesis of some plants, increasing fruit formation and stimulating fruits. [0003] At present, 6-benzylaminopurine is the most widely used cytokinin substance. The trade names are Verdan and Accel, and its activity is higher than that of kinetin. The 6-benzylaminopurine reported in the prior art is basically synthesized from hypoxanthine or adenine. However, for the direct reaction between adenine and benzyl chloride as a raw material, a by-product 9-position substitution product will be produced, and it is difficult to achieve separation and purification. And when using cold xanthine as raw material...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D473/34
CPCC07D473/34
Inventor 徐学春蒋成君徐大国王自田杜青峰
Owner 浙江大鹏药业股份有限公司
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