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

Method for synthesizing L-2,4-dinitrophenylalanine

A technology of dinitrophenylalanine and nitrophenylalanine, which is applied in the field of L-2, can solve problems such as deamination or side chain breakage, and achieve the effects of less side reactions, simple process and high yield

Inactive Publication Date: 2009-12-02
ZHEJIANG UNIV
View PDF0 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Since L-phenylalanine or its mononitration product L-4-nitrophenylalanine is prone to side reactions such as oxidative decarboxylation, deamination or side chain scission during the dinitration reaction, there is currently no literature on the synthesis of L The dinitration product L-2,4-dinitrophenylalanine of -phenylalanine is reported

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
  • Method for synthesizing L-2,4-dinitrophenylalanine
  • Method for synthesizing L-2,4-dinitrophenylalanine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Embodiment 1, the synthesis of urea nitrate (belonging to known technology)

[0016] Add 120g of urea and 80mL of water into a 500mL three-necked flask, heat to 50-60°C, stir to completely dissolve the urea in the water, and add 210g of nitric acid with a concentration of 65% (wt) drop by drop. After reacting at ℃ for 1 hour, the flask was placed in an ice bath, and solids precipitated out. After filtering and drying, urea nitrate was obtained, m.p.151.7~152.6℃.

Embodiment 2

[0017] The synthesis of embodiment 2, L-4-nitrophenylalanine (belongs to known technology)

[0018] Add 120mL of nitric acid with a concentration of 65% (wt) in a 500mL three-necked flask, then add 120mL of concentrated sulfuric acid drop by drop under ice bath, add 100g of L-phenylalanine one by one with a medicine spoon after the addition, After continuing to react in ice bath for 3 hours, neutralize the reaction solution to neutral with ammonia water, and place it in ice bath overnight, and filter to obtain L-4-nitrophenylalanine, m.p.241.5-242.4°C.

Embodiment 3

[0019] Embodiment 3, a kind of synthetic method of L-2,4-dinitrophenylalanine:

[0020] Put a 250mL three-neck flask in an ice bath, add 10g of L-phenylalanine and 95mL of concentrated sulfuric acid, stir to dissolve them completely, add 30g of urea nitrate one spoon at a time, and gradually raise the temperature to 50°C after the addition is complete. Reaction at high temperature for 10h. After the reaction is completed, place it in an ice bath, neutralize the reaction solution to neutrality with sodium hydroxide solution, then remove water on a rotary evaporator, recrystallize the dried solid with methanol, and filter off insoluble inorganic salts. The resulting methanol solution was placed in an ice bath for 12 hours to crystallize, filtered and dried to obtain 12.6 g of L-2,4-dinitrophenylalanine with a yield of 84.0%.

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 method for synthesizing L-2,4-dinitrophenylalanine. L-phenylalanine or L-4-nitrophenylalanine which is used as a raw material and urea nitrate and concentrated sulfuric acid which are used as nitration reagents are subjected to nitration reaction, the reaction temperature is between 50 and 80 DEG C, and the reaction time is 4 to 10 hours; and after the reaction is finished, the reaction solution is neutralized by alkali water solution, dehydrated and recrystallized by a solvent to form the L-2,4-dinitrophenylalanine. The method for synthesizing the L-2,4-dinitrophenylalanine has the characteristics of simple process, little side reaction, high yield, and the like.

Description

technical field [0001] The invention relates to a method for synthesizing organic compounds, in particular to a method for synthesizing L-2,4-dinitrophenylalanine. Background technique [0002] L-2,4-dinitrophenylalanine, whose structural formula is shown as S-1, is an important intermediate in chemical synthesis, and is widely used in fields such as biochemistry. [0003] [0004] Since L-phenylalanine or its mononitration product L-4-nitrophenylalanine is prone to side reactions such as oxidative decarboxylation, deamination or side chain scission during the dinitration reaction, there is currently no literature on the synthesis of L The dinitration product L-2,4-dinitrophenylalanine of -phenylalanine is reported. Contents of the invention [0005] The technical problem to be solved by the present invention is to provide a synthesis method of L-2,4-dinitrophenylalanine with simple process, few side reactions and high yield. [0006] In order to solve the above-menti...

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): C07C229/36C07C227/16C07C227/30
Inventor 陈新志龚灵刘金强钱超
Owner ZHEJIANG UNIV
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