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

8-chlorotheophylline preparation method

A technology of chlorotheophylline and theophylline, which is applied in the field of preparation of 8-chlorotheophylline, can solve the problems of chlorine gas influx, temperature, and pressure, which are difficult to control, and achieve the advantages of environmental protection, improved utilization rate, and easy industrialization Effect

Active Publication Date: 2013-10-23
SHANGHAI WANXIANG PHARMA
View PDF5 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0013] The purpose of the present invention is to provide a new synthetic method of 8-chlorotheophylline, which does not use caffeine as a raw material, but uses theophylline as a raw material, and abandons toxic reagents, and solves the problem of chlorine gas in the reaction. Intake, temperature, pressure and other problems that are not easy to control

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
  • 8-chlorotheophylline preparation method
  • 8-chlorotheophylline preparation method
  • 8-chlorotheophylline preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Add 18g of theophylline (provided by Shanghai Bandai Pharmaceutical Co., Ltd., 0.1mol) into a 500ml three-necked flask, add 150ml of water, stir and heat up to 70°C to completely dissolve, then add dropwise N-chlorosuccinimide (NCS, purchased from Nanjing Suru Chemical Co., Ltd., 0.11mol) 14.63g aqueous solution 100ml, 30 minutes after the start of the reaction, directly sample the reaction solution with a sampling capillary to monitor the reaction process.

[0037] TLC 254 Thin-layer chromatography detection, the specific method is as follows:

[0038] Two TLC thin-layer chromatography plates (Taizhou Luqiao Sijia Biochemical Plastic Factory, silica gel chromatography plate (3×10cm), GF254), developer: dichloromethane: methanol = 10:1, capillary spotting tubes.

[0039] Compare raw material point Rf 茶碱 =0.65, Rf 8-氯茶碱 =0.40 If TLC shows the presence of theophylline, continue to add NCS dropwise, and react for 2 hours until TLC shows that theophylline raw material ...

Embodiment 2

[0045] Add 18g of theophylline (provided by Shanghai Bandai Pharmaceutical Co., Ltd., 0.1mol) into a 500ml three-necked flask, add 150ml of water, stir and heat up to 80°C to dissolve, and add N-chlorosuccinimide (NCS, purchased from Nanjing) dropwise at this temperature. Suru Chemical Co., Ltd., 0.13mol) 17.3g aqueous solution 100ml, dropwise added in 30 minutes, reacted at 80°C for 2 hours, controlled pH between 6 and 7, lowered to room temperature 20°C, a large amount of off-white solid precipitated.

[0046] Filtration, the filter cake was dissolved in 100ml of 5% NaoOH aqueous solution and heated to 80°C, cooled to room temperature, adjusted to pH 3-3.5 with 10% dilute hydrochloric acid and stirred for 0.5 hours, the solid precipitated, filtered, washed with water, dried, and dried to obtain a white solid 17.2 g. Yield 82%, HPLC 99.65%.

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 belongs to the chemical synthesis field, and provides a 8-chlorotheophylline synthesis method. The method is characterized in that caffeine is not used as a raw material, theophylline is used as the raw material, highly toxic reagents are abandoned, a water phase is used to substitute an organic solvent, and a chloridizing agent N-chlorosuccimide is adopted to substitute chlorine for chlorinating hydrogen in the 8th position of theophylline. The yield and the HPLC purity of the obtained product reach 88-90% and above 99% respectively under synthesis technology conditions, and the method is environmentally friendly.

Description

technical field [0001] The invention belongs to the field of chemical synthesis, and in particular relates to a preparation method of 8-chlorotheophylline. Background technique [0002] 8-chlorotheophylline (8-chlorotheophylline), chemical name 8-chloro-1,3-dimethyl-2,6-(1H,3H)-purine dione, English name: 8-Chloro-1,3 -dimethyl-2,6(1H,3H)-purinedione, molecular formula: C 7 h 7 ClN 4 o 2 , molecular weight: 214.61, CAS: 85-18-7. [0003] 8-Chlorophylline acetic acid is a white powder, slightly soluble in water, and its chemical structure is as follows: [0004] [0005] 8-Chlorophylline belongs to pharmaceutical and chemical intermediates, and is mainly used as a compatibility agent for the drug dimenhydrinate. Dimenhydrinate, also known as dimenhydrinate or chengyunning, is a white crystalline powder with good market prospects at home and abroad. [0006] The current industrial production technology uses theophylline or caffeine as the starting material to pass thr...

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): C07D473/08
Inventor 袁相富张崇东华晨声瞿亮
Owner SHANGHAI WANXIANG PHARMA
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