Method for industrially preparing 6-purinethol

A technology of mercaptopurine and hypoxanthine, which is applied in the field of industrial preparation of 6-mercaptopurine, can solve the problems of environmental pollution, high cost, and long process, and achieve the effects of high yield, low cost, and simple process

Inactive Publication Date: 2010-09-01
济南久创化学有限责任公司
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

This route has a long process, and the use of phosphorus oxychloride results in the production of a large amo

Method used

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  • Method for industrially preparing 6-purinethol
  • Method for industrially preparing 6-purinethol

Examples

Experimental program
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Effect test

Embodiment 1

[0023] Embodiment 1: One-pot method prepares 6-mercaptopurine

[0024] Weigh 222g of phosphorus pentasulfide and 1080g of anisole, heat to 150°C, add 136g of hypoxanthine after the solids are completely dissolved, and keep at 150°C. TLC (developer: dichloromethane:methanol:ammonia=90:7:3) was used to detect the reaction. When hypoxanthine disappeared, cool to room temperature. Filter and recover the filtrate for application. The solid was recrystallized from water to obtain 155 g of product with a yield of 91.2% and a purity of 98.8%. 1 HNMR (DMSO): δ 8.2 (1H, s); 8.4 (1H, s); 13.8 (1H, s). IR (cm -1 ): 3005, 1615, 1529, 1408, 1346, 1225, 1014, 875.

Embodiment 2

[0025] Embodiment 2: One-pot method prepares 6-mercaptopurine

[0026] Weigh 222g of phosphorus pentasulfide and 1080g of anisole, heat to 150°C, add 136g of hypoxanthine after the solids are completely dissolved, and keep at 150°C. TLC detection reaction, when the hypoxanthine disappears, distill the anisole to dryness, and recover the anisole. After cooling to room temperature, the solid was recrystallized from water. 158g of product was obtained with a yield of 92.9% and a purity of 98.6%.

Embodiment 3

[0027] Embodiment 3: One-pot method prepares 6-mercaptopurine

[0028] 222g of phosphorus pentasulfide, 1080g of anisole and 136g of hypoxanthine were weighed and placed in a container at the same time, heated to 150°C and kept at 150°C. TLC detection reaction, when the hypoxanthine disappeared, cooled to room temperature, filtered, the filtrate was recovered, and the solid was recrystallized with water to obtain 150 g of the product with a yield of 88.2% and a purity of 99.0%.

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Abstract

The invention belongs to the field of medicinal chemistry, and in particular discloses a method for industrially preparing 6-purinethol. The method for industrially preparing the 6-purinethol is characterized by comprising the following steps of: heating and synthesizing phosphorus pentasulfide, anisole and hypoxanthine serving as raw materials in a container to obtain the 6-purinethol; and recycling a solid matter at an end point when the hypoxanthine disappears, and recrystallizing the solid matter to obtain the 6-purinethol. The method has the advantages of simple process, high yield, low cost, and suitability for industrial production.

Description

(1) Technical field [0001] The invention belongs to the field of medicinal chemistry, in particular to a method for industrially preparing 6-mercaptopurine. (2) Background technology [0002] 6-Mercaptopurine is a synthetic analogue of natural purine base, it is mainly used to slow down the growth of cancer cells, and it is better for acute lymphoblastic leukemia and chronic myeloid leukemia in adults and children; Epithelial cancer, malignant hydatidiform mole, malignant lymphoma, multiple myeloma also have a certain effect. [0003] Regarding the preparation method of 6-mercaptopurine, PL162708 describes that hypoxanthine and phosphorus pentasulfide are used as raw materials, refluxed in pyridine, and obtained 6-mercaptopurine through a silica gel chromatography column. This method uses a large amount of pyridine, which will produce seriously polluted wastewater, and the post-treatment uses a column method, which is not suitable for industrial production. [0004] Journa...

Claims

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Application Information

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IPC IPC(8): C07D473/38
Inventor 张传伟林吉茂邓兵
Owner 济南久创化学有限责任公司
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