CN110078646B - Production method of p-methylsulfonyl toluene - Google Patents
Production method of p-methylsulfonyl toluene Download PDFInfo
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- CN110078646B CN110078646B CN201910392956.3A CN201910392956A CN110078646B CN 110078646 B CN110078646 B CN 110078646B CN 201910392956 A CN201910392956 A CN 201910392956A CN 110078646 B CN110078646 B CN 110078646B
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/32—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of salts of sulfonic acids
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C315/00—Preparation of sulfones; Preparation of sulfoxides
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C315/00—Preparation of sulfones; Preparation of sulfoxides
- C07C315/06—Separation; Purification; Stabilisation; Use of additives
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Abstract
The invention provides a production method of p-methylsulfonyl toluene, which comprises the steps of carrying out reduction reaction on p-toluenesulfonyl chloride, anhydrous sodium sulfite and sodium bicarbonate in a constant-temperature reduction reaction kettle to generate sodium p-methylsulfonate, methylating the sodium p-methylsulfonate into the p-methylsulfonyl toluene in a methylation kettle by using chloromethane, separating an organic layer by using a liquid separation tower, and washing, crystallizing and dehydrating to obtain a p-methylsulfonyl toluene product. The highly toxic chemical dimethyl sulfate is not adopted, so that the harm to human bodies and the environment is avoided; because the constant-temperature reduction reaction kettle is adopted for carrying out reduction salifying reaction, the reaction kettle can not keep a constant-temperature state, the paratoluensulfonyl chloride salifying reaction can be fully carried out by the matching of the stirring mechanism and the scraping mechanism, the problem of incomplete reaction caused by the fact that materials are adhered to the inner wall of the inner shell is avoided, and the continuous production is realized.
Description
[ technical field ] A method for producing a semiconductor device
The invention relates to the technical field of medical intermediate sulfone, in particular to a production method of p-methylsulfonyl toluene.
[ background of the invention ]
The p-methylsulfonyl toluene is a main raw material for producing p-methylsulfonyl phenyl serine ethyl ester, and the p-methylsulfonyl phenyl serine ethyl ester is a main raw material for synthesizing the second class of new drugs of the country, namely florofen and thiamphenicol, so that the market demand is large. The p-methylsulfonyl toluene is a chemical substance with white powdery or granular crystallization properties, and due to the fact that the melting point of the p-methylsulfonyl toluene is only eighty-five to eighty-eight degrees, the constant temperature state of the interior of a reaction kettle is required to be kept below eighty-five during the reaction of the p-methylsulfonyl toluene, but the constant temperature state cannot be kept in a large reaction kettle on the market at present, so that the market urgently needs to develop a constant temperature reaction kettle for processing the p-methylsulfonyl toluene to help people to solve the existing problems. A production method of p-methylsulfonyltoluene is proposed.
[ summary of the invention ]
The invention aims to solve the problems in the prior art and provides a production method of p-methylsulfonyl toluene, which avoids the harm to human bodies and environment; because the constant-temperature reduction reaction kettle is adopted for carrying out the reduction salt-forming reaction, the salt-forming reaction of the tosyl chloride can be fully carried out, and the continuous production is realized.
In order to realize the purpose, the invention provides a production method of p-methylsulfonyl toluene, which comprises the following raw and auxiliary materials in parts by weight: 210-230 parts of water, 37-43 parts of sodium bicarbonate, 30-32 parts of anhydrous sodium sulfite and 45-50 parts of p-toluenesulfonyl chloride, and the specific operation process is as follows:
a) salifying p-toluenesulfonyl chloride: the reduction reaction is carried out in a constant-temperature reduction reaction kettle, anhydrous sodium sulfite, sodium bicarbonate, paratoluensulfonyl chloride and water are continuously fed into the constant-temperature reduction reaction kettle according to a formula proportion for reaction, stirring is carried out in the reaction process of the constant-temperature reduction reaction kettle, the temperature is maintained at 65-75 ℃ for 40-60 minutes, a stirring mechanism is arranged in the constant-temperature reduction reaction kettle, stirring is continuously carried out in the reaction process of the constant-temperature reduction reaction kettle, a scraping mechanism is arranged on the outer side of the stirring mechanism and used for scraping the inner wall of the constant-temperature reduction reaction kettle, uniform stirring is ensured, and the reduction reaction is thorough;
b) synthesizing p-methylsulfonyl toluene: the synthesis reaction is carried out in a methylation kettle, the material mixed liquor from the step a enters the methylation kettle, the flow rate of methyl chloride gas is controlled to be introduced into the methylation kettle, the methyl chloride gas is mixed with the material in the kettle in a bubbling mode to react, the methylation kettle is stirred, the temperature in the kettle is controlled to be 70-80 ℃, and the pressure in the kettle is controlled to be 0.2-1 MPa;
c) separation: b, feeding the material from the step b into a liquid separation tower, and separating an upper organic layer;
d) washing and crystallizing: c, putting the organic liquid obtained in the step c into a washing kettle, adding warm water with the temperature of below 60 ℃ into the washing kettle, stirring, washing and crystallizing;
e) and (3) dehydrating: transferring to a centrifuge for spin-drying, transferring to an oven for drying, and keeping the water temperature at 75-80 ℃; drying for 3.5-4.5 hours with the water content between 0.25-0.28, and obtaining the finished product of the p-methylsulfonyl toluene.
Preferably, the constant-temperature reduction reaction kettle further comprises an inner shell, an outer shell, a spiral heating pipe and an electric telescopic device, a cavity for containing a heat-conducting medium is arranged between the inner shell and the outer shell, heat-conducting oil is filled in the cavity, the spiral heating pipe coiled on the outer wall of the inner shell is arranged in the heat-conducting oil, the spiral heating pipe is electrically connected with a temperature control device, a feeding hole is formed in the top of the inner shell, and a discharging mechanism is arranged at the bottom of the inner shell.
Preferably, the stirring mechanism is arranged in an inner cavity of the inner shell, the stirring mechanism further comprises a driving motor, a central shaft and a support frame, the stirring mechanism is installed on the central shaft, the driving motor controls the stirring mechanism to rotate through the central shaft, the support frame is symmetrically arranged on the upper portion of the central shaft, and an electric telescopic device is fixed on the support frame.
Preferably, the scraping mechanism comprises a scraper supporting frame, an upper support, a lower support and a scraper, wherein a second hinged frame is symmetrically arranged at the middle part of the central shaft, the middle part of the scraper supporting frame is connected with the second hinged frame through the lower support, the top of the scraper supporting frame is connected with a first hinged frame through the upper support, the first hinged frame is fixed below the supporting frame, the second hinged frame and the first hinged frame are arranged in parallel, a scraper is arranged on one side, close to the inner shell, of the scraper supporting frame, a strip-shaped sliding groove is formed in the upper support, a telescopic rod of an electric telescopic device is connected with the strip-shaped sliding groove through a pull ring, and the upper support is driven to swing so as to control the scraper supporting frame to move.
Preferably, a limiting fork frame is mounted at the end of the support frame, a limiting U-shaped groove is formed in the limiting fork frame, and the upper support swings in an inner cavity of the U-shaped groove.
Preferably, a plurality of stirring rods are arranged on one side of the scraper supporting frame close to the center of the inner shell at intervals.
The invention has the beneficial effects that: the process of the invention does not adopt highly toxic chemical dimethyl sulfate, thereby avoiding the harm to human body and environment; because the constant-temperature reduction reaction kettle is adopted for carrying out reduction salifying reaction, the reaction kettle can not keep a constant-temperature state, the paratoluensulfonyl chloride salifying reaction can be fully carried out by the matching of the stirring mechanism and the scraping mechanism, the problem of incomplete reaction caused by the fact that materials are adhered to the inner wall of the inner shell is avoided, and the continuous production is realized.
The features and advantages of the present invention will be described in detail by embodiments in conjunction with the accompanying drawings.
[ description of the drawings ]
FIG. 1 is a schematic structural diagram of a constant-temperature reduction reaction kettle of the production method of p-methylsulfonyltoluene;
FIG. 2 is an enlarged schematic view of a part of the structure of a constant temperature reduction reaction kettle of the production method of p-methylsulfonyltoluene;
FIG. 3 is a schematic left view of a limiting fork of a constant temperature reduction reaction kettle of the production method of p-methylsulfonyl toluene.
[ detailed description ] embodiments
Example 1
The invention relates to a production method of p-methylsulfonyl toluene, which comprises the following specific operation processes:
a) salifying p-toluenesulfonyl chloride: the reduction reaction is carried out in a constant-temperature reduction reaction kettle, anhydrous sodium sulfite, sodium bicarbonate, 30 parts of anhydrous sodium sulfite and 45 parts of paratoluensulfonyl chloride are continuously added into the constant-temperature reduction reaction kettle according to the formula proportion of 220 parts of water, 40 parts of sodium bicarbonate, 30 parts of anhydrous sodium sulfite and 45 parts of paratoluensulfonyl chloride for reaction, stirring is carried out in the reaction process of the constant-temperature reduction reaction kettle, the temperature is maintained at 65-75 ℃ for 40-60 minutes, a stirring mechanism 4 is arranged in the constant-temperature reduction reaction kettle, and stirring is continuously carried out in the reaction process of the constant-temperature reduction reaction kettle;
b) synthesizing p-methylsulfonyl toluene: the synthesis reaction is carried out in a methylation kettle, the material mixed liquor from the step a enters the methylation kettle, the flow rate of methyl chloride gas is controlled to be introduced into the methylation kettle, the methyl chloride gas is mixed with the material in the kettle in a bubbling mode to react, the methylation kettle is stirred, the temperature in the kettle is controlled to be 70-80 ℃, and the pressure in the kettle is controlled to be 0.2-1 MPa;
c) separation: b, feeding the material from the step b into a liquid separation tower, and separating an upper organic layer;
d) washing and crystallizing: c, putting the organic liquid obtained in the step c into a washing kettle, adding warm water with the temperature of below 60 ℃ into the washing kettle, stirring, washing and crystallizing;
e) and (3) dehydrating: transferring to a centrifuge for spin-drying, transferring to an oven for drying, and keeping the water temperature at 75-80 ℃; drying for 3.5-4.5 hours with the water content between 0.25-0.28, and obtaining the finished product of the p-methylsulfonyl toluene.
Further, referring to fig. 1 to 3, the outer side of the stirring mechanism 4 is provided with a scraping mechanism 5, the scraping mechanism 5 is used for scraping the inner wall of the constant-temperature reduction reaction kettle, uniform stirring is ensured, the reduction reaction is thorough, the constant-temperature reduction reaction kettle further comprises an inner shell 1, an outer shell 2, a spiral heating pipe 3 and an electric telescopic device 6, a containing cavity for containing a heat-conducting medium is arranged between the inner shell 1 and the outer shell 2, heat-conducting oil is filled in the containing cavity, the spiral heating pipe 3 wound on the outer wall of the inner shell 1 is arranged in the heat-conducting oil, the spiral heating pipe 3 is electrically connected with a temperature control device, the top of the inner shell 1 is provided with a feeding hole 11, and the bottom of the inner shell 1 is. The stirring mechanism 4 is arranged in the inner cavity of the inner shell 1, the stirring mechanism 4 further comprises a driving motor 41, a central shaft 42 and a support frame 43, the stirring mechanism 4 is arranged on the central shaft 42, the driving motor 41 controls the stirring mechanism 4 to rotate through the central shaft 42, the support frame 43 is symmetrically arranged on the upper portion of the central shaft 42, and an electric telescopic device 6 is fixed on the support frame 43. The scraping mechanism 5 comprises a scraper supporting frame 50, an upper support 51, a lower support 52 and a scraper 53, wherein a second hinged frame 421 is symmetrically arranged in the middle of the central shaft 42, the middle of the scraper supporting frame 50 is connected with the second hinged frame 421 through the lower support 52, the top of the scraper supporting frame 50 is connected with a first hinged frame 431 through the upper support 51, the first hinged frame 431 is fixed below the supporting frame 43, the second hinged frame 421 and the first hinged frame 431 are arranged in parallel, the scraper 53 is arranged on one side of the scraper supporting frame 50 close to the inner shell 1, a strip-shaped chute 511 is formed in the upper support 51, a telescopic rod 61 of the electric telescopic device 6 is connected with the strip-shaped chute 511 through a pull ring, and the upper support 51 is driven to swing so as to control the scraper supporting frame 50 to move. The end of the supporting frame 43 is provided with a limiting fork 432, a limiting U-shaped groove 4320 is arranged in the limiting fork 432, and the upper support 51 swings in the inner cavity of the U-shaped groove 4320. A plurality of stirring rods 501 are arranged at intervals on one side of the scraper supporting frame 50 close to the center of the inner shell 1.
Constant temperature reduction reation kettle is at the in-process that uses, can stir the material through rabbling mechanism, can control the upper bracket swing through controlling electronic telescoping device, in order to realize the purpose with scraper blade support frame removal, when the material is scraped to the inner wall to needs, electronic telescoping device's telescopic link shrink, scraper blade support frame control scraper blade outwards removes and pastes the inner wall at the inner shell, can strike off the remaining material of inner wall of inner shell along with the rotation of center pin, guarantee the stirring, ensure that follow-up reaction is thorough, wherein spiral heating pipe heats the inner shell through the conduction oil, temperature control device controls the heating pipe, guarantee the interior constant temperature state of casing.
The above embodiments are illustrative of the present invention, and are not intended to limit the present invention, and any simple modifications of the present invention are within the scope of the present invention.
Claims (2)
1. A production method of p-methylsulfonyl toluene is characterized in that: the p-methylsulfonyl toluene consists of the following raw and auxiliary materials in parts by weight: 210-230 parts of water, 37-43 parts of sodium bicarbonate, 30-32 parts of anhydrous sodium sulfite and 45-50 parts of p-toluenesulfonyl chloride, and the specific operation process is as follows:
a) salifying p-toluenesulfonyl chloride: the reduction reaction is carried out in a constant-temperature reduction reaction kettle, anhydrous sodium sulfite, sodium bicarbonate, paratoluensulfonyl chloride and water are continuously fed into the constant-temperature reduction reaction kettle according to a formula proportion for reaction, stirring is carried out in the reaction process of the constant-temperature reduction reaction kettle, the temperature is maintained at 65-75 ℃ for 40-60 minutes, a stirring mechanism (4) is arranged in the constant-temperature reduction reaction kettle, stirring is continuously carried out in the reaction process of the constant-temperature reduction reaction kettle, a scraping mechanism (5) is arranged on the outer side of the stirring mechanism (4), and the scraping mechanism (5) is used for scraping the inner wall of the constant-temperature reduction reaction kettle, so that uniform stirring is ensured, and the reduction reaction is thorough;
b) synthesizing p-methylsulfonyl toluene: the synthesis reaction is carried out in a methylation kettle, the material mixed liquor from the step a enters the methylation kettle, the flow rate of methyl chloride gas is controlled to be introduced into the methylation kettle, the methyl chloride gas is mixed with the material in the kettle in a bubbling mode to react, the methylation kettle is stirred, the temperature in the kettle is controlled to be 70-80 ℃, and the pressure in the kettle is controlled to be 0.2-1 MPa;
c) separation: b, feeding the material from the step b into a liquid separation tower, and separating an upper organic layer;
d) washing and crystallizing: c, putting the organic liquid obtained in the step c into a washing kettle, adding warm water with the temperature of below 60 ℃ into the washing kettle, stirring, washing and crystallizing;
e) and (3) dehydrating: transferring to a centrifuge for spin-drying, transferring to an oven for drying, and keeping the water temperature at 75-80 ℃; drying for 3.5-4.5 hours until the water content is 0.25-0.28 to obtain the finished product of the p-methylsulfonyl toluene;
the constant-temperature reduction reaction kettle further comprises an inner shell (1), an outer shell (2), a spiral heating pipe (3) and an electric telescopic device (6), wherein a cavity for containing a heat-conducting medium is formed between the inner shell (1) and the outer shell (2), heat-conducting oil is filled in the cavity, the spiral heating pipe (3) wound on the outer wall of the inner shell (1) is arranged in the heat-conducting oil, the spiral heating pipe (3) is electrically connected with a temperature control device, a feeding hole (11) is formed in the top of the inner shell (1), and a discharging mechanism (12) is arranged at the bottom of the inner shell (1); the stirring mechanism (4) is arranged in an inner cavity of the inner shell (1), the stirring mechanism (4) further comprises a driving motor (41), a central shaft (42) and a support frame (43), the stirring mechanism (4) is arranged on the central shaft (42), the driving motor (41) controls the stirring mechanism (4) to rotate through the central shaft (42), the support frame (43) is symmetrically arranged on the upper portion of the central shaft (42), and an electric telescopic device (6) is fixed on the support frame (43); the scraping mechanism (5) comprises a scraping plate support frame (50), an upper support frame (51), a lower support frame (52) and a scraping plate (53), wherein second hinged frames (421) are symmetrically arranged in the middle of the central shaft (42), the middle of the scraping plate support frame (50) is connected with the second hinged frames (421) through the lower support frame (52), the top of the scraping plate support frame (50) is connected with a first hinged frame (431) through the upper support frame (51), the first hinged frame (431) is fixed below the support frame (43), the second hinged frame (421) and the first hinged frame (431) are arranged in parallel, the scraping plate (53) is arranged on one side, close to the inner shell (1), of the scraping plate support frame (50), a strip-shaped sliding groove (511) is formed in the upper support frame (51), and a telescopic rod (61) of the electric telescopic device (6) is connected with the strip-shaped sliding groove (511) through a pull ring, driving the upper bracket (51) to swing so as to control the scraper supporting frame (50) to move; and a plurality of stirring rods (501) are arranged on one side of the scraper supporting frame (50) close to the center of the inner shell (1) at intervals.
2. The process for producing p-methylsulfonyltoluene according to claim 1, wherein: the end part of the support frame (43) is provided with a limiting fork frame (432), a limiting U-shaped groove (4320) is arranged in the limiting fork frame (432), and the upper support (51) swings in an inner cavity of the U-shaped groove (4320).
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| CN113416157B (en) * | 2021-06-25 | 2022-10-21 | 浙江嘉化新材料有限公司 | Crystallization centrifugal leaching device for o-toluenesulfonamide |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN205007957U (en) * | 2015-09-25 | 2016-02-03 | 常州君合科技股份有限公司 | Production line based on reation kettle prepares industrial chemicals |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN101434566A (en) * | 2008-12-04 | 2009-05-20 | 安吉豪森药业有限公司 | Production process of methyl p-tolyl sulfone |
| CN101648895A (en) * | 2009-08-31 | 2010-02-17 | 潍坊玉成化工有限公司 | Preparing method of para methyl p-tolyl sulfone |
| CN102363604A (en) * | 2011-09-28 | 2012-02-29 | 浙江嘉化能源化工股份有限公司 | Industrialized production method for methyl p-tolyl sulfone |
| CN104815601A (en) * | 2015-04-23 | 2015-08-05 | 安徽智新生化有限公司 | Industrial vacuum heating reactor |
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