CN112321529A - Preparation method of 2-mercaptobenzothiazole - Google Patents
Preparation method of 2-mercaptobenzothiazole Download PDFInfo
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- CN112321529A CN112321529A CN202011215569.1A CN202011215569A CN112321529A CN 112321529 A CN112321529 A CN 112321529A CN 202011215569 A CN202011215569 A CN 202011215569A CN 112321529 A CN112321529 A CN 112321529A
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- Prior art keywords
- mercaptobenzothiazole
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- preparation
- benzothiazole
- sulfur
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/68—Benzothiazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
- C07D277/70—Sulfur atoms
- C07D277/72—2-Mercaptobenzothiazole
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Thiazole And Isothizaole Compounds (AREA)
Abstract
The invention provides a preparation method of 2-mercaptobenzothiazole, and belongs to the technical field of chemical production. The preparation method of the 2-mercaptobenzothiazole provided by the invention comprises the following steps: and mixing benzothiazole and sulfur, and reacting for 0.5-2 h at the temperature of 210-240 ℃ under normal pressure to obtain 2-mercaptobenzothiazole. The method provided by the invention can be used for reaction under the normal pressure condition, the safety is high, an autoclave is not needed, and the equipment investment cost is obviously reduced; meanwhile, the 2-mercaptobenzothiazole is prepared by taking the benzothiazole and the sulfur as raw materials, the raw material cost for producing each ton of products is about 5000 yuan, and compared with the raw material cost for producing each ton of products by the traditional process, the raw material cost is remarkably reduced by about 10000 yuan.
Description
Technical Field
The invention relates to the technical field of chemical production, and particularly relates to a preparation method of 2-mercaptobenzothiazole.
Background
2-mercaptobenzothiazole (accelerator M, MBT) is an important chemical raw material, and the traditional method for preparing the accelerator M is to generate a crude product of the 2-mercaptobenzothiazole by taking aniline, carbon disulfide and sulfur as raw materials in a high-pressure kettle reaction vessel under the conditions of 10MPa and about 250 ℃, and then refining and purifying the crude product in the presence of a solvent or an oxidant to obtain the 2-mercaptobenzothiazole. The method has high reaction pressure, and causes large safety risk, large equipment investment and higher cost.
Disclosure of Invention
The invention aims to provide a preparation method of 2-mercaptobenzothiazole, which is high in safety and low in cost.
In order to achieve the above object, the present invention provides the following technical solutions:
the invention provides a preparation method of 2-mercaptobenzothiazole, which comprises the following steps:
and mixing benzothiazole and sulfur, and reacting for 0.5-2 h at the temperature of 210-240 ℃ under normal pressure to obtain 2-mercaptobenzothiazole.
Preferably, the purity of the benzothiazole is more than or equal to 98 percent, and the purity of the sulfur is more than or equal to 98 percent.
Preferably, the molar ratio of benzothiazole to sulfur is 1: (0.9-1.8).
Preferably, the reaction is carried out under the condition of stirring, and the rotating speed of the stirring is 60-200 rpm.
Preferably, the heating rate of heating to the temperature required by the reaction is 8-12 ℃/min.
Preferably, the reaction further comprises: and mixing the crude product obtained after the reaction with an extracting agent for extraction, and then carrying out solid-liquid separation to obtain a solid material 2-mercaptobenzothiazole.
Preferably, the extractant is toluene.
Preferably, the mass ratio of the crude product to the extractant is 1: (2.5-3.5).
Preferably, the extraction temperature is 15-35 ℃, and the extraction time is 25-35 min.
Preferably, the extraction is carried out under the condition of stirring, and the rotating speed of the stirring is 80-120 rpm.
The invention provides a preparation method of 2-mercaptobenzothiazole, which comprises the following steps: and mixing benzothiazole and sulfur, and reacting for 0.5-2 h at the temperature of 210-240 ℃ under normal pressure to obtain 2-mercaptobenzothiazole. The method provided by the invention can be used for reaction under the normal pressure condition, the safety is high, an autoclave is not needed, and the equipment investment cost is obviously reduced; meanwhile, the 2-mercaptobenzothiazole is prepared by taking the benzothiazole and the sulfur as raw materials, the raw material cost for producing each ton of products is about 5000 yuan, and compared with the raw material cost for producing each ton of products by the traditional process, the raw material cost is remarkably reduced by about 10000 yuan.
In addition, the method provided by the invention can obtain the target product after reacting for 0.5-2 h under the reaction conditions, has high production efficiency, and is suitable for large-scale production.
Detailed Description
The invention provides a preparation method of 2-mercaptobenzothiazole, which comprises the following steps:
mixing benzothiazole and sulfur, and reacting for 0.5-2 h under the conditions of normal pressure and 210-240 ℃ to obtain 2-mercaptobenzothiazole; the reaction formula is shown as formula 1:
in the invention, the purity of the benzothiazole is preferably equal to or more than 98%, and the purity of the sulfur is preferably equal to or more than 98%. The invention adopts benzothiazole as raw material to react with sulfur to prepare the 2-mercaptobenzothiazole, and the cost of the raw material is far lower than that of the traditional process.
In the present invention, the molar ratio of benzothiazole to sulfur is preferably 1: (0.9 to 1.8), and more preferably 1: 1.
In the present invention, the reaction is preferably carried out under a stirring condition, and the rotation speed of the stirring is preferably 60 to 200rpm, and more preferably 100 to 150 rpm.
In the invention, the heating rate for heating to the temperature required by the reaction is preferably 8-12 ℃/min, and more preferably 10 ℃/min. The temperature is preferably raised to the temperature required by the reaction under the condition of the temperature raising rate, so that the subsequent reaction is ensured to be carried out stably and smoothly.
In the invention, the reaction temperature is preferably 210-240 ℃, and more preferably 220 ℃; the reaction time is 0.5-2 h, preferably 1-2 h. The method can react for 0.5-2 h under the conditions of normal pressure and 210-240 ℃, so that the 2-mercaptobenzothiazole can be generated, and has short reaction time and high reaction efficiency. In the present invention, the reaction time is specifically measured by raising the temperature to a temperature required for the reaction.
The normal pressure in the invention specifically refers to one atmosphere, i.e. no additional pressurization or vacuum pumping or other treatment is needed. In the invention, the reaction is carried out under normal pressure, so that a reaction container does not need to meet the special high pressure resistance requirement, the equipment investment is low, and for example, a beaker can be specifically used as the reaction container for preparing the 2-mercaptobenzothiazole under the laboratory condition; in practical production, an enamel reaction kettle or a carbon steel reactor can be adopted.
In the present invention, the reaction preferably further comprises: and mixing the crude product obtained after the reaction with an extracting agent for extraction, and then carrying out solid-liquid separation to obtain a solid material 2-mercaptobenzothiazole.
In the present invention, the extractant is preferably toluene, and the mass ratio of the crude product to the extractant is preferably 1: (2.5 to 3.5), more preferably 1: 3. in the invention, the extraction temperature is preferably 15-35 ℃, more preferably 20-25 ℃, and the extraction can be carried out at room temperature, i.e. no extra heating or cooling is needed; in the examples of the present invention, the extraction is carried out specifically at 25 ℃; the extraction time is preferably 25-35 min, and more preferably 30 min. In the invention, the extraction is preferably carried out under a stirring condition, and the rotation speed of the stirring is preferably 80-120 rpm, and more preferably 100 rpm.
The technical solution of the present invention will be clearly and completely described below with reference to the embodiments of the present invention. It is to be understood that the described embodiments are merely exemplary of the invention, and not restrictive of the full scope of the invention. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Example 1
Under the condition of a laboratory, 135g of benzothiazole (with the purity being more than or equal to 98%) and 32g of sulfur (with the purity being more than or equal to 98%) are added into a beaker and are uniformly mixed under the condition of 100rpm, then an electric heating furnace with an asbestos wire is used for heating, stirring is maintained in the heating process, the mixture is heated to 220 ℃ at the speed of 10 ℃/min, timing is started, and the mixture is subjected to heat preservation reaction for 2 hours at the normal pressure and the temperature of 220 ℃; after the reaction is finished, naturally cooling the obtained product to obtain an MBT crude product (the yield is 167g, and the purity is 80%);
and (3) mixing the MBT crude product with toluene according to a mass ratio of 1: 3, extracting for 30min at room temperature (25 ℃) and the stirring speed of 100rpm, and then filtering to obtain a solid material which is refined MBT.
Example 2
Under the production condition, 2000kg of benzothiazole (with the purity being more than or equal to 98%) and 475kg of sulfur (with the purity being more than or equal to 98%) are pumped into an enamel reaction kettle, a stirring device is started, the mixture is uniformly mixed under the condition of 150rpm, then an electric heating device is started to heat up, the mixture is heated to 220 ℃ at the speed of 10 ℃/min, timing is started, and the mixture is subjected to heat preservation reaction for 2 hours at the normal pressure and 220 ℃; after the reaction is finished, putting the obtained product into a storage tank through a bottom valve, and naturally cooling to obtain an MBT crude product (the yield is 2475kg, and the purity is 90%);
and (3) mixing the MBT crude product with toluene according to a mass ratio of 1: 3, extracting for 30min at room temperature (25 ℃) and the stirring speed of 100rpm, and then filtering to obtain a solid material which is refined MBT.
The foregoing is only a preferred embodiment of the present invention, and it should be noted that, for those skilled in the art, various modifications and decorations can be made without departing from the principle of the present invention, and these modifications and decorations should also be regarded as the protection scope of the present invention.
Claims (10)
1. A preparation method of 2-mercaptobenzothiazole is characterized by comprising the following steps:
and mixing benzothiazole and sulfur, and reacting for 0.5-2 h at the temperature of 210-240 ℃ under normal pressure to obtain 2-mercaptobenzothiazole.
2. The preparation method according to claim 1, wherein the purity of the benzothiazole is not less than 98%, and the purity of the sulfur is not less than 98%.
3. The process according to claim 1 or 2, wherein the molar ratio of benzothiazole to sulphur is 1: (0.9-1.8).
4. The method according to claim 1, wherein the reaction is carried out under stirring at a rotation speed of 60 to 200 rpm.
5. The method according to claim 1, wherein the rate of temperature increase to the temperature required for the reaction is 8 to 12 ℃/min.
6. The method of claim 1, further comprising, after the reacting: and mixing the crude product obtained after the reaction with an extracting agent for extraction, and then carrying out solid-liquid separation to obtain a solid material 2-mercaptobenzothiazole.
7. The method of claim 6, wherein the extractant is toluene.
8. The preparation method of claim 7, wherein the mass ratio of the crude product to the extractant is 1: (2.5-3.5).
9. The preparation method according to claim 6, wherein the temperature of the extraction is 15-35 ℃ and the time is 25-35 min.
10. The preparation method according to claim 6 or 9, wherein the extraction is performed under stirring conditions, and the rotation speed of the stirring is 80-120 rpm.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202011215569.1A CN112321529A (en) | 2020-11-04 | 2020-11-04 | Preparation method of 2-mercaptobenzothiazole |
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| CN202011215569.1A CN112321529A (en) | 2020-11-04 | 2020-11-04 | Preparation method of 2-mercaptobenzothiazole |
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| CN112321529A true CN112321529A (en) | 2021-02-05 |
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| CN202011215569.1A Pending CN112321529A (en) | 2020-11-04 | 2020-11-04 | Preparation method of 2-mercaptobenzothiazole |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3681371A (en) * | 1969-05-08 | 1972-08-01 | Sumitomo Chemical Co | Process for purification of crude 2-mercaptobenzothiazole |
| US3975394A (en) * | 1974-11-14 | 1976-08-17 | American Cyanamid Company | Process for 2-mercaptobenzothiazole |
| CN1687040A (en) * | 2005-04-11 | 2005-10-26 | 苏秋利 | Method for extracting 2-mercapto benzothiazole |
| CN106397353A (en) * | 2016-07-22 | 2017-02-15 | 蔚林新材料科技股份有限公司 | A preparing method of a rubber vulcanization accelerator 2-mercaptobenzothiazole |
-
2020
- 2020-11-04 CN CN202011215569.1A patent/CN112321529A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3681371A (en) * | 1969-05-08 | 1972-08-01 | Sumitomo Chemical Co | Process for purification of crude 2-mercaptobenzothiazole |
| US3975394A (en) * | 1974-11-14 | 1976-08-17 | American Cyanamid Company | Process for 2-mercaptobenzothiazole |
| CN1687040A (en) * | 2005-04-11 | 2005-10-26 | 苏秋利 | Method for extracting 2-mercapto benzothiazole |
| CN106397353A (en) * | 2016-07-22 | 2017-02-15 | 蔚林新材料科技股份有限公司 | A preparing method of a rubber vulcanization accelerator 2-mercaptobenzothiazole |
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