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

Synthesis method for pharmaceutically acceptable salt of alkylhydrazine

A synthesis method and technology of alkyl hydrazine, which are applied in hydrazine preparation, organic chemistry and other directions, can solve the problems of high industrial scale-up cost, difficult scale-up production, large amount of waste water, etc., and achieve the effects of low cost, short synthesis route and low price.

Inactive Publication Date: 2017-04-19
苏州汉德创宏生化科技有限公司
View PDF4 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The method has long steps, uses the precursor compound acetone, and the reaction produces a large amount of waste water, and the cost of industrial scale-up is high, so it is not easy to carry out scale-up production

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
  • Synthesis method for pharmaceutically acceptable salt of alkylhydrazine
  • Synthesis method for pharmaceutically acceptable salt of alkylhydrazine
  • Synthesis method for pharmaceutically acceptable salt of alkylhydrazine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Example 1 Synthesis of n-propylhydrazine hydrochloride, see the synthetic route figure 1 , Including the following steps:

[0036] (1) Synthesis of BOC hydrazine: dissolve the raw material hydrazine hydrate in the isopropanol (IPA) solvent, the volume-weight ratio (ml / g) of isopropanol to the hydrazine hydrate is 5-20:1, and then add Add BOC anhydride to the solution, the molar ratio of hydrazine hydrate and BOC anhydride is 1~1.5:1~2:1, stir at 0℃ until the reaction is complete (about 0.5h), concentrate under reduced pressure until the solvent is clear, dichloromethane Dilute, dry with anhydrous sodium sulfate, and concentrate under reduced pressure to obtain a white solid. The white solid is slurried with petroleum ether, and the volume-weight ratio of the petroleum ether to the white solid is 5-10:1, and then the BOC hydrazine is obtained by vacuum filtration with a yield: 50%;

[0037] (2) Synthesis of BOC n-propyl hydrazine: Add the BOC hydrazine obtained in step (1) a...

Embodiment 2

[0039] Example 2: Synthesis of BOC Hydrazine:

[0040] Add 30 g of hydrazine hydrate and 150 ml of isopropanol to a three-necked reaction flask with a stirrer, add 60 ml of an isopropanol solution of 55.8 g of BOC anhydride under ice-water bath cooling, and stir for 0.5h at 0-10°C until the reaction is complete , Concentrate until the solution is clear, add 100 ml of dichloromethane, dry with anhydrous sodium sulfate, and concentrate under reduced pressure to obtain a white solid. The obtained crude product was slurried with 200 ml of petroleum ether and filtered under reduced pressure to obtain 35.7 g of white solid, with an LC purity of over 92% and a yield of 50%.

Embodiment 3

[0041] Example 3: Synthesis of BOC Hydrazine

[0042] Add 30 g of hydrazine hydrate and 150 ml of isopropanol to a three-necked reaction flask with a stirrer, add 120 ml of isopropanol solution of 111.6 g of BOC anhydride under ice-water bath cooling, and stir at 0-10℃ for 0.5h until the reaction is complete , Concentrate until the solution is clear, add 100 ml of dichloromethane, dry with anhydrous sodium sulfate, and concentrate under reduced pressure to obtain a white solid. The obtained crude product was slurried with 200 ml of petroleum ether and filtered under reduced pressure to obtain 35.7 g of white solid, with an LC purity of more than 55% and a yield of 80%.

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

No PUM Login to View More

Abstract

The invention discloses a synthesis method for pharmaceutically acceptable salt of alkylhydrazine. According to the method, with hydrazine hydrate and BOC anhydride as starting raw materials, BOC hydrazine is synthesized firstly, then alkyl compounds are added in, BOC alkylhydrazine is obtained, finally BOC is removed, and the pharmaceutically acceptable salt of the corresponding alkylhydrazine is obtained in a conversion manner. According to the synthesis method, the raw materials for use are low in price and cost and easy to obtain. The synthesis method is short in synthesis route and high in yield, the obtained product is high in chemical purity, special production equipment is not needed for all reactions, and obtained intermediates and the final product do not need column chromatography and crystallization and purification.

Description

Technical field [0001] The invention relates to a method for preparing a pharmaceutical intermediate, in particular to a method for synthesizing a pharmaceutically acceptable salt of alkylhydrazine. Background technique [0002] Alkylhydrazine and its pharmaceutically acceptable salts are widely used as an important chemical or pharmaceutical intermediate, such as n-propylhydrazine hydrochloride: [0003] The n-propylhydrazine hydrochloride compound has attracted wide attention because it is widely used in the synthesis of active drug molecules for the treatment of various diseases (WO2010118367, synlet, (13), 2355-2356; 2004, Journal of Medicinal chemistry47(15), 3788-3799; 2004, etc.). Such as synthetic treatment of cardiovascular diseases, chemokine related diseases (such as asthma, allergies, rheumatoid arthritis and other diseases), nervous system diseases, HCV (hepatitis C), bacterial and viral infections, immune system related diseases, cancer Waiting for drugs. [0004] Th...

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
IPC IPC(8): C07C241/02C07C243/14
CPCC07C241/02C07C281/02C07C281/04C07C243/14
Inventor 茅仲平马东旭葛永辉魏华谭进
Owner 苏州汉德创宏生化科技有限公司
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