CN102477006A - Synthesis method of methyl thioglycolate - Google Patents
Synthesis method of methyl thioglycolate Download PDFInfo
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- CN102477006A CN102477006A CN2010105651602A CN201010565160A CN102477006A CN 102477006 A CN102477006 A CN 102477006A CN 2010105651602 A CN2010105651602 A CN 2010105651602A CN 201010565160 A CN201010565160 A CN 201010565160A CN 102477006 A CN102477006 A CN 102477006A
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Abstract
The invention discloses a synthesis method of methyl thioglycolate, comprising the following steps of: adding prescribed amounts of sodium hyposulfite and methanol into a reactor with a reflux condenser, adding dropwisely a prescribed amount of methyl chloroacetate, carrying out a reflux reaction, recovering methanol, slowly adding a prescribed amount of concentrated hydrochloric acid with stirring, heating and carrying out a hydrolysis reaction, cooling the materials, adding a prescribed amount of zinc dust, heating and continuously carrying out a reaction, cooling, filtering the materials, extracting a filtrate by chloroform, merging extract phases, carrying out vacuum fractionation on the extract phase, separating and recovering chloroform, and carrying out fractionation to obtain the product methyl thioglycolate. By the adoption of the synthesis technology, side reaction is inhibited to the maximum, and the product yield and the economy of the technology are also raised to the maximum.
Description
Technical field
The present invention relates to a kind of compound method of Methyl Thioglycolate
Background technology
Methyl Thioglycolate is one of Thiovanic acid series derivatives product.Be mainly used in the midbody of synthetic plastics thermo-stabilizer, synthetic perfume, medicine, agricultural chemicals.But the synthetic of past Methyl Thioglycolate all is from Mono Chloro Acetic Acid, carries out sulfhydrylation earlier, carries out esterification then and obtains product.Use hydrogen sulfide, sodium hydroxide and ammoniacal liquor under condition of high voltage, to carry out in the sulfhydrylation process; The esterification of Thiovanic acid uses the vitriol oil to make catalyzer; Technological process is long, the sulfuric acid quantity discharged is big, operating environment is poor, pollution is big, and uses the sulphuric acid catalysis esterification, and the easy oxidation of target compound generates disulphide; Product yield is reduced, and the wastewater treatment expense is higher.Add the nature and characteristic of Methyl Thioglycolate itself and the difficulty of synthetic technology, the suitability for industrialized production technology seldom.
Analyze from chemical nature, from the synthetic Methyl Thioglycolate of methyl chloroacetate, principal reaction is salify and two step of hydrolysis chemical action.Salification process is that Mono Chloro Acetic Acid and Sulfothiorine reaction generate organic thiosulfate and inorganic sodium-chlor; Hydrolytic process is that organic thiosulfate generates mercaptoacetate and sodium pyrosulfate with the water effect under acidic conditions.
In salification process, raw material methyl chloroacetate solubleness in water is little, and Sulfothiorine is the solid of band crystal water, and Sulfothiorine do not dissolve in methyl chloroacetate, therefore, is solid-liquid two phases in fact after two kinds of raw materials are mixed, and reaction is difficult to carry out.Simultaneously, also must control side reaction such as chloro hydrolysis and hydrolysis of ester group in the salification process.
Hydrolytic process is the process that organic thiosulfate and water effect form Methyl Thioglycolate and sodium pyrosulfate.This process must be carried out under strong acid condition.But selecting for use of strong acid must be considered to avoid Methyl Thioglycolate to be oxidized to the generation of side reactions such as disulphide and sodium sulfite anhy 96.
Summary of the invention
For addressing the above problem, the present invention proposes a kind of compound method of Methyl Thioglycolate.
The present invention is a kind of compound method of Methyl Thioglycolate.It is made up of the following step:
(1) Sulfothiorine, the methyl alcohol with specified amount joins in the reactor drum of taking back flow condenser, opens and stirs, and is warmed up to backflow;
(2) methyl chloroacetate of dropping specified amount is kept temperature of reaction, back flow reaction 50 minutes;
(3) slowly improve temperature of reaction, reclaim methyl alcohol;
(4) will reclaim material cool to room temperature behind the methyl alcohol;
(5) under agitation slowly add the concentrated hydrochloric acid of specified amount;
(6) the intensification hydrolysis reaction is 2.5 hours;
(7) material is cooled to 30～40 ℃, adds the zinc powder of specified amount;
(8) be warmed up to 45 ℃, continue reaction 50 minutes;
(9) cool to 20～25 ℃, with material filtering;
(10), merge extraction phase with chloroform extraction filtrate 4 times;
(11) extraction phase is carried out vacuum fractionation, the Separation and Recovery chloroform fractionates out the product Methyl Thioglycolate.
1. compound method according to claim 1, in its step 1, the temperature of backflow is 65～75 ℃;
2. compound method according to claim 1, in its step 2, the dropping time of methyl chloroacetate was controlled in 3 hours, dripped whole temperature control at 70～80 ℃;
3. compound method according to claim 1, in its step 3, the top temperature that reclaims methyl alcohol is controlled at 80～85 ℃, and the time was controlled at 280～300 minutes;
4. compound method according to claim 1, in its step 5, the time that adds concentrated hydrochloric acid was controlled in 20 minutes, and whole temperature control is at 80～85 ℃;
5. compound method according to claim 1, in its step 7, zinc powder should divide four addings, each 20 minutes at interval;
6. compound method according to claim 1, in its step 11, the collection vacuum tightness of product Methyl Thioglycolate is under 0.088～0.09MP.80～90 ℃ of still temperature.
Adopt this synthetic technology to produce Methyl Thioglycolate; Merge through methyl chloroacetate being added drop-wise to into react in the salt system and will reclaim methyl alcohol and salify later stage; Guaranteed that methyl chloroacetate reacts completely; Simultaneously through control feed rate and feed way hierarchy of control water-content; Adopt new technologies such as non-oxidizing acid, suppressed the reaction of Methyl Thioglycolate and organic thiosulfate, the oxidizing reaction of Methyl Thioglycolate and the side reactions such as esterification catalysis reaction of Methyl Thioglycolate to greatest extent, improved the yield of product and the economy of technology to greatest extent.
The practical implementation method
(1) methyl alcohol with metering joins in the reactor drum of taking back flow condenser, opens and stirs, and adds the Sulfothiorine of metering, is warmed up to backflow, and temperature is 65～75 ℃;
(2) the slow methyl chloroacetate that drips specified amount in 3 hours, control reaction temperature is warm eventually at 70～80 ℃;
(3) keep said temperature and continue reaction 50 minutes;
(4) slowly improve temperature of reaction, reclaim methyl alcohol, the time is 280～300 minutes, and whole temperature is 80～85 ℃;
(5) will reclaim material cool to room temperature behind the methyl alcohol;
(6) under agitation slowly add the concentrated hydrochloric acid of specified amount, the period, temperature was at 80～85 ℃ eventually in 20 minutes;
(7) hydrolysis reaction is 2.5 hours;
(8) material is cooled to 30～40 ℃, divides the zinc powder that adds specified amount for four times, each 20 minutes at interval;
(9) be warmed up to 45 ℃, continue reaction 50 minutes;
(10) cool to 20～25 ℃, with material filtering;
(11) with the chloroform extraction filtrate 4 times of metering, merge extraction phase;
(12) extraction phase is carried out vacuum fractionation, the Separation and Recovery chloroform is that 60～64 ℃ of cuts of collection are product under 0.088～0.099MPa in vacuum tightness.
Claims (7)
1. the compound method of a Methyl Thioglycolate is characterized in that it is made up of the following step:
(1) Sulfothiorine, the methyl alcohol with specified amount joins in the reactor drum of taking back flow condenser, opens and stirs, and is warmed up to backflow;
(2) methyl chloroacetate of dropping specified amount is kept temperature of reaction, back flow reaction 50 minutes;
(3) slowly improve temperature of reaction, reclaim methyl alcohol;
(4) will reclaim material cool to room temperature behind the methyl alcohol;
(5) under agitation slowly add the concentrated hydrochloric acid of specified amount;
(6) the intensification hydrolysis reaction is 2.5 hours;
(7) material is cooled to 30～40 ℃, adds the zinc powder of specified amount;
(8) be warmed up to 45 ℃, continue reaction 50 minutes;
(9) cool to 20～25 ℃, with material filtering;
(10), merge extraction phase with chloroform extraction filtrate 4 times:
(11) extraction phase is carried out vacuum fractionation, the Separation and Recovery chloroform fractionates out the product Methyl Thioglycolate.
2. compound method according to claim 1, in its step 1, the temperature of backflow is 65～75 ℃.
3. compound method according to claim 1, in its step 2, the dropping time of methyl chloroacetate was controlled in 3 hours, dripped whole temperature control at 70～80 ℃.
4. compound method according to claim 1, in its step 3, the top temperature that reclaims methyl alcohol is controlled at 80～85 ℃, and the time was controlled at 280～300 minutes.
5. compound method according to claim 1, in its step 5, the time that adds concentrated hydrochloric acid was controlled in 20 minutes, and whole temperature control is at 80～85 ℃.
6. compound method according to claim 1, in its step 7, zinc powder should divide four addings, each 20 minutes at interval.
7. compound method according to claim 1, in its step 11, the collection vacuum tightness of product Methyl Thioglycolate is 0.088～0.09MPa, 80～90 ℃ of still temperature.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010105651602A CN102477006A (en) | 2010-11-30 | 2010-11-30 | Synthesis method of methyl thioglycolate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010105651602A CN102477006A (en) | 2010-11-30 | 2010-11-30 | Synthesis method of methyl thioglycolate |
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| CN102477006A true CN102477006A (en) | 2012-05-30 |
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| CN2010105651602A Pending CN102477006A (en) | 2010-11-30 | 2010-11-30 | Synthesis method of methyl thioglycolate |
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2010
- 2010-11-30 CN CN2010105651602A patent/CN102477006A/en active Pending
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Application publication date: 20120530 |