Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Preparation method for tamsulosin hydrochloride

A technology of tamsulosin hydrochloride and compound, applied in the field of preparation of tamsulosin hydrochloride, can solve problems such as high price and unfriendly environment, and achieve the effect of cost reduction

Inactive Publication Date: 2014-01-15
WEIHAI WEITAI PHARMA TECH DEV
View PDF0 Cites 10 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This process is an important method for the synthesis of tamsulosin hydrochloride, the key of which is to use the precious metal PtO 2 Catalytic imine reduction can also be reduced by Raney nickel, but the price of both (especially PtO 2 ) are high and are not environmentally friendly

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Preparation method for tamsulosin hydrochloride
  • Preparation method for tamsulosin hydrochloride

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Embodiment 1: Preparation of sodium triacetoxyborohydride

[0020] Add 1000mL of toluene into a 10L three-necked reaction flask, and install mechanical stirring. Stirring was started, 38g of sodium borohydride was added, and an ice-water bath was added to the outside to cool down. 183 g of glacial acetic acid was added dropwise, and the mixture was stirred and reacted overnight. Filter, wash the filter cake with about 200 mL of toluene, filter dry, and place the obtained white solid in a vacuum oven to dry in vacuo to obtain the product for later use.

Embodiment 2

[0021] Example 2: Preparation of N-[(1R)-2-(4-methoxyphenyl)-1-methylethyl]-N-[(1R)-1-phenylethyl]amine hydrochloride

[0022] Put 1300mL of dichloromethane, 93.2g of R-α-phenylethylamine and 114.8g of p-methoxyphenylacetone into a 2000mL three-necked flask equipped with mechanical stirring, start stirring and add an ice-water bath to cool down, then add 42.0g of glacial acetic acid. Add 178.0 g of sodium triacetoxyborohydride in batches, after the addition is complete, stir the reaction at 10°C to 20°C, and track the reaction until complete by thin-layer chromatography. Add 700mL sodium hydroxide aqueous solution (containing about 56g of sodium hydroxide) to adjust the pH value to 9, separate the dichloromethane layer, then add 500mL hydrochloric acid aqueous solution to adjust the pH value to 1-2, separate the dichloromethane layer, add anhydrous Na2SO4 dried. The dichloromethane was recovered by distillation under reduced pressure to dryness, 1500 mL of acetone was added t...

Embodiment 3

[0023] Example 3: Preparation of 5-[[(2R)-2-[(1R)-N-(1-methylbenzyl)]amino]propyl]-2-methoxybenzenesulfonamide hydrochloride

[0024] Add 168mL of chlorosulfonic acid and 700mL of dichloromethane into a 1000mL three-necked flask, install mechanical stirring, add dropwise at room temperature the solution prepared by dissolving 128g of the reaction product from the previous step in 100mL of dichloromethane, dropwise, 0℃~10℃ The reaction was stirred overnight. Under stirring, the reactant was added dropwise into a reaction flask filled with 1600mL of ammonia water, 2000mL of ethyl acetate and 1000g of ice, and the temperature was kept at -5°C to 5°C for cooling in an external ice-salt bath. After dropping, the reaction was stirred for about 4 hours, and the reaction was followed by thin-layer chromatography to complete. Separate the organic layer, wash with sodium chloride aqueous solution 4 times, 800 mL each time, separate the organic layer, add anhydrous sodium sulfate to dry...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
melting pointaaaaaaaaaa
optical purityaaaaaaaaaa
Login to View More

Abstract

The invention relates to a preparation method of tamsulosin hydrochloride for treating urination disorder caused by prostate hyperplasia, belongs to the field of medicine, provides a low-cost synthesis process for preparing a chiral compound N-[(1R)-2-(4-methoxyphenyl)-1-methyl ethyl]-N-[(1R)-1-phenyl ethyl] amine hydrochloride and also aims to provide a preparation method of tamsulosin hydrochloride. Qualified raw materials are provided for the preparation of a tamsulosin hydrochloride preparation.

Description

Technical field: [0001] The invention relates to a preparation method of Tamsulosin Hydroch-loride for treating urination disorder caused by benign prostatic hyperplasia, which belongs to the field of medicine. Background technique: [0002] Tamsulosin hydrochloride was developed by the Central Research Institute of Yamanouchi Pharmaceutical Co., Ltd., Japan, and developed by Yamanouchi Pharmaceutical Co, Ltd. It was approved by the FDA in July 1992 and was first listed in Japan in 1993. The trade name is "Harnal" (Harnal) , for the treatment of dysuria caused by benign prostatic hyperplasia. It entered the Chinese market in 1996 and obtained administrative protection for pharmaceuticals on September 16, 1996. Its structural formula is as follows: [0003] [0004] Among the currently published patents on the asymmetric synthesis of tamsulosin, EP0257787 introduces the use of chiral (R)-phenylethylamine as a raw material, through the reduction of imines induced by chira...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07C311/37
Inventor 宋东晓
Owner WEIHAI WEITAI PHARMA TECH DEV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com