Method for preparing 2,5-dicarboxylic diesters-3,4-dioxythiophene
A technology of sodium diphenolate thiophene and diesters, which is applied in two fields, can solve the problems of increased equipment investment, complicated operation, and low product purity, and achieve the effects of reducing production cost and equipment investment, simple reaction process, and high product purity
Active Publication Date: 2013-08-21
安徽沛成医药科技有限公司
View PDF1 Cites 0 Cited by
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
[0010] The disadvantages of the above method are: the process route is long, the price of pure sodium sulfide is too expensive, the investment amount is large and the obtained product is not high in purity and difficult to purify; a large amount of solvent is wasted in the extraction process, which increases the cost of production ; There are many side reactions in the synthesis process, and chloroacetic acid is easy to hydrolyze and its pH value must be strictly controlled; high temperature and high vacuum are required, which increases equipment investment; complex operation is not easy for large-scale industrial production
[0011] There are few reports on the industrial production of 2,5-dicarboxylic acid diesters-3,4-diphenol sodium thiophene compounds, and even fewer reports on the industrial production of thiodiglycolic acid diesters. The main reason is that Its large amount of water and industrial freezing and crystallization limit its application in industrial 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 moreImage
Smart Image Click on the blue labels to locate them in the text.
Smart ImageViewing Examples
Examples
Experimental program
Comparison scheme
Effect test
Embodiment
[0030] Preparation of 2,5-dicarboxylic acid diesters-3,4-diphenol sodium thiophene:
[0031] 1. Neutralization reaction
[0032] Weigh 50kg of chloroacetic acid to make a 20% aqueous solution, and place it in a 500L enamel reaction kettle. Add a saturated aqueous solution of sodium carbonate dropwise under stirring to adjust to a certain pH value to obtain 60.6 kg of white powder sodium chloroacetate, melting point: 0.19° C., yield: 98.3%.
[0033] 2. Sulphurization and acidification reaction
[0034] Add dropwise 9.2L of sodium sulfide aqueous solution with a mass fraction of 50% to chloroacetic acid, and stir rapidly. During the reaction, control the reaction temperature at 80°C and keep it constant. After reacting for 3 hours, stop stirring. Use dilute hydrochloric acid / sulfuric acid to adjust the solution to pH =4 to obtain 30.7kg of S(CH 2 COOH) 2 , melting point: 129°C, yield: 78.6%.
[0035] 3. Esterification reaction
[0036] Add 39.5kg of thiodiglycolic acid to ...
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
| Property | Measurement | Unit |
|---|---|---|
| boiling point | aaaaa | aaaaa |
| density | aaaaa | aaaaa |
Login to View More
Abstract
The invention discloses a method for preparing 2,5-dicarboxylic diesters-3,4-dioxythiophene. Chloroacetic acid and industrial red flake sodium sulphide are taken as initial materials, and are subjected to four conventional reactions of neutralization, sulfurization, esterification and cyclization to form the product of 2,5-dicarboxylic diesters-3,4-dioxythiophene compound. The reactions are simple in process and high in controllability; raw materials are readily available, reaction conditions are mild, and high temperature and high vacuum are not needed, so the yield of reaction in each unit is high, and the total yield is over 70 percent; and the raw materials and auxiliary materials such as the solvent and the like can be recycled, the process is low in production cost, and equipment investment is low, so the method has wide industrial production prospect.
Description
technical field [0001] The invention relates to the industrial production of organic industrial raw materials, in particular to a preparation method of 2,5-dicarboxylic acid diesters-3,4-diphenol sodium thiophene. Background technique [0002] Dimethyl 2,5-dicarboxylate-3,4-diphenol sodium thiophene is an important anticancer drug intermediate, and its product itself has been tested on mice, showing extremely high anticancer activity. It has a wide range of uses in the field of medicine. It has two intermediate products: thiodiglycolic acid and thiodiglycolic acid diester compounds, of which thiodiglycolic acid is an important chemical raw material and pharmaceutical intermediate; and thiodiglycolic acid dimethyl is an important Chemical raw materials are also important intermediates in the synthesis of pharmaceuticals containing "-SH", and are key intermediates in the preparation of an epoch-making substance - EDOT (3,4-ethylenedioxythiophene). EDOT is not only an importa...
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
Login to View More Patent Type & Authority Patents(China)
IPC IPC(8): C07D333/38
Inventor 朱仁发殷继平欧延平曹宏发黄德武张萍
Owner 安徽沛成医药科技有限公司