A kind of method for preparing thiobarbituric acid compound

A technology of thiobarbituric acid and compounds, applied in the direction of organic chemistry, can solve the problems of high yield and low yield, and achieve the effects of high yield, simple production, and easy factory operation

Active Publication Date: 2016-06-01
CHONGQING HUABANGSHENGKAI PHARM
View PDF10 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In view of the above-mentioned reasons, the present invention provides a kind of new method, adopts formula II to be that raw material and thiourea and aluminum isopropoxide react the barbituric acid compound shown in formula I under certain conditions, and yield is high, has overcome There is the problem of low yield in the prior art

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
  • A kind of method for preparing thiobarbituric acid compound
  • A kind of method for preparing thiobarbituric acid compound
  • A kind of method for preparing thiobarbituric acid compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 14

[0034] The preparation of embodiment 14,6-dihydroxy-2-mercaptopyrimidine (using diethyl malonate as raw material)

[0035] The chemical reaction is as follows:

[0036]

[0037] Specifically: add 152.2g (2mol) of thiourea and 2000ml of ethanol to the reactor, heat to about 50°C to dissolve; add 160.2g (1mol) of diethyl malonate, heat up to 60-70°C; within 1 hour After adding 20.4g (0.1mol) of aluminum isopropoxide, react at 70-80°C for 4 hours; slowly cool to 10-20°C and stir for 1 hour, filter; then heat to dissolve with 800ml of water, cool to 0-10°C, add hydrochloric acid to acidify to The pH was 5-7, stirred for 1 hour and filtered; vacuum-dried to obtain 130.7g. Yield 94.6%, content 98.8%.

Embodiment 24

[0043]The preparation of embodiment 24,6-dihydroxy-5-nitro-2-mercaptopyrimidine (with 1-ethyl 3-methyl 2-nitromalonate diester as raw material)

[0044] The chemical reaction formula is as follows:

[0045]

[0046] Add 761g (10mol) of thiourea and 2000ml of isopropanol to the reactor, heat to about 50°C to dissolve; add 191.1g (1mol) of 1-ethyl 3-methyl 2-nitromalonate diester, and control the temperature -10~20°C; add 204.3g (1mol) of aluminum isopropoxide within 1 hour, react at -10~10°C for 20 hours; slowly raise the temperature to 10~20°C and stir for 1 hour, filter; then heat and dissolve with 800ml of water, After cooling at 0-10°C, add hydrochloric acid to acidify to pH 5-7, stir for 1 hour and filter; vacuum-dry to obtain 183.9g. The yield is 97.2%, and the content detected by HPLC is 96.1%.

[0047] In addition, under the same conditions in Example 2, using sodium methoxide and sodium ethylate as the condensing agent and using aluminum isopropoxide as the conden...

Embodiment 34

[0048] Example 34, Preparation of 6-dihydroxy-5-methyl-2-mercaptopyrimidine (using diethyl 2-methylmalonate as raw material)

[0049] The chemical reaction formula is as follows:

[0050]

[0051] Add 380.7g (5mol) of thiourea and 2000ml of toluene to the reactor, heat to about 50°C to dissolve; add 174.2g (1mol) of diethyl 2-methylmalonate, control the temperature at 10-20°C; After adding 613g (3mol) of aluminum isopropoxide, react at 10-20°C for 15 hours; filter; then heat and dissolve with 800ml of water, cool to 0-10°C, add hydrochloric acid to acidify to pH 5-7, stir for 1 hour and filter; vacuum Dry to yield 144.9 g. The yield is 91.6%, and the content detected by HPLC is 96.2%.

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 a method for preparing a thiobarbituric acid compound shown as formula I in the specification. In an organic solvent, a malonate diester compound or derivatives thereof, thiourea and aluminum isopropoxide undergo cyclization reaction under certain conditions to obtain the thiobarbituric acid compound (formula I). The method is high in yield, solves the problem of low yield in the prior art, is easy in factory operation, effective and environment-friendly, and is favorable for large-scale production.

Description

technical field [0001] The invention belongs to the field of medicinal chemistry, in particular to a method for preparing thiobarbituric acid compounds. Background technique [0002] 4,6-dihydroxy-2-mercaptopyrimidine (2-thiobarbituric acid) and its derivatives are important intermediates in organic synthesis and pharmaceuticals, and 4,6-dihydroxy-2-mercaptopyrimidine is used in the production of general hydrochloride Nocaine, procainamide hydrochloride, p-aminomethylbenzoic acid, folic acid, benzocaine, cough, cephalosporin V, p-aminobenzoyl glutamic acid, Bernier, and production Reactive Brilliant Red M-8B, Reactive Red Violet X-2R and light filter, color film coupler, metal surface rust remover, sunscreen, etc. [0003] The document "Synthesis and Structural Characterization of 5-Benzylidene Thiobarbituric Acid" [Journal of Jiangsu Technical Normal University (Natural Science Edition)] discloses the use of diethyl malonate and thiourea in the presence of sodium ethylate ...

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 Patents(China)
IPC IPC(8): C07D239/66
CPCC07D239/66
Inventor 陈小舟
Owner CHONGQING HUABANGSHENGKAI PHARM
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap