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

N-allyl-disubstituted tetrazole, as well as preparation method and detection method thereof

An allyl and disubstituted technology, which is applied in the detection of N-allyl-disubstituted tetrazole, the preparation field of N-allyl-disubstituted tetrazole and N-allyl-disubstituted tetrazole , can solve problems such as cost increase, and achieve the effect of high total yield, mild reaction conditions, and efficient preparation

Inactive Publication Date: 2015-04-08
BEIJING INSTITUTE OF TECHNOLOGYGY
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The above synthetic methods either involve the preparation and reaction of organic cyanide compounds and organic azides, or use transition metal catalysts or boric acid, which increases the cost of synthesis

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
  • N-allyl-disubstituted tetrazole, as well as preparation method and detection method thereof
  • N-allyl-disubstituted tetrazole, as well as preparation method and detection method thereof
  • N-allyl-disubstituted tetrazole, as well as preparation method and detection method thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0034] refer to figure 1 , shows a flow chart of an embodiment of a preparation method of N-allyl-disubstituted tetrazole of the present invention, which may specifically include the following steps:

[0035] Step 101, dissolving the 5-substituted tetrazole with the structure of the following formula I in an organic solvent, and treating it with an alkaline substance. The reaction temperature for the treatment with the alkaline substance is -10°C to 100°C, and the reaction time for the treatment with the alkaline substance is 5 minutes - 2 weeks.

[0036] Step 102, dissolving 3-substituted propylene with the structure of the following formula II in the organic solvent, and adding it to the mixed solution obtained in step 101 for reaction, the reaction temperature is -10°C to 100°C, and the reaction time is 5 minutes to 2 weeks .

[0037] Step 103, ending the reaction in step 102, and performing post-treatment and purification to obtain 1-allyl-5-substituted tetrazole and 2-all...

Embodiment 1

[0058] Embodiment 1: the allylation of 1,5-phenyl tetrazole, reaction formula is as follows:

[0059]

[0060] The preparation process is as follows:

[0061] 5-Chloromethyltetrazole (485mg, 4.1mmol) and anhydrous Na 2 CO 3 (522mg, 4.92mmol) was added to acetone (10ml), stirred for 0.5h, acetone solution (10ml) containing bromopropene (992mg, 8.2mmol) was added to the above reaction mixture, and heated to 60°C. After 2.5 hours, TLC showed that the reaction was complete. Stop reaction, remove acetone, add water (30ml) to make Na 2 CO 3 Dissolve, add ethyl acetate for extraction (3×20ml), combine the organic layers, dry the organic phase with anhydrous sodium sulfate, filter and concentrate to obtain a yellow oily liquid, which is separated by column chromatography [eluent is V(EtOAc) / V(Petroleum Ether)=1 / 6], two kinds of light yellow oily liquids were obtained respectively, 1-allyl-5-phenyl tetrazole (130mg, yield 17%) and 2-allyl-5 - Phenyltetrazole (602 mg, yield 79...

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 provides N-allyl-disubstituted tetrazole, as well as a preparation method and a detection method thereof. The preparation method comprises the following steps: 1, dissolving 5-substituted tetrazole in an organic solvent, and treating with an alkaline substance at minus 10-100 DEG C for 5 minutes-2 weeks; 2, dissolving 3-substituted acrylamide in an organic solvent, adding into the mixed liquid prepared in the step 1 to react at minus 10-100 DEG C for 5 minutes-2 weeks; 3, stopping reaction in the step two, and carrying out post-treatment and purifying to obtain 1-allyl-5-substituted tetrazole and 2-allyl-5-substituted tetrazole.

Description

technical field [0001] The present invention relates to the fields of medicine, chemical industry and material science, in particular to a kind of N-allyl-disubstituted tetrazole, a preparation method of N-allyl-disubstituted tetrazole and a kind of N-allyl-disubstituted tetrazole Method for the detection of disubstituted tetrazoles. Background technique [0002] Tetrazole compounds have peculiar properties due to their special structures, and are widely used in the fields of medicine, pesticides and material science (Zhou Chenghe et al., Organic Chemistry, 2013, 33, 224-244.). The tetrazole ring has become an important pharmacophore in medicinal chemistry research due to its unique structural and electronic properties: the four nitrogen atoms provide multiple opportunities to form H-bond donor-acceptor interactions, and the π-electron system can To increase hydrophobic interactions, 1,5-disubstituted tetrazoles were used to mimic cis-amide bonds in peptide chains (Kaczmare...

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): C07D257/04G01N30/90G01N24/08
CPCC07D257/04G01N24/087G01N30/90
Inventor 黄木华贾瑜珲李婷婷罗运军柴春鹏陈世稆
Owner BEIJING INSTITUTE OF TECHNOLOGYGY
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