CN1091099C - Process for prepairng 2,3-butanedithiol - Google Patents
Process for prepairng 2,3-butanedithiol Download PDFInfo
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- CN1091099C CN1091099C CN00100889A CN00100889A CN1091099C CN 1091099 C CN1091099 C CN 1091099C CN 00100889 A CN00100889 A CN 00100889A CN 00100889 A CN00100889 A CN 00100889A CN 1091099 C CN1091099 C CN 1091099C
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- butylene
- butanedithiol
- succinimide mercaptans
- aqueous solution
- meat
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- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Abstract
The present invention provides a process for preparing 2, 3-butanedithiol, which comprises the step that 2, 3-epoxybutane reacts with thiourea at 0 DEGC to a reflux temperature under normal pressure to generate 2, 3-cyclothiobutane, and the 2, 3-cyclothiobutane reacts with the aqueous solution of sodium hydrosulfide at-5 to 65 DEG C to generate 2, 3-butanedithiol with the fragrance of meat or roasted meat. The 2, 3-butanedithiol can be used as an edible essence, particularly for the compounding of the essence with the fragrance of meat.
Description
The present invention relates to a kind of 2, the preparation method of 3-succinimide mercaptans, this compound has meat perfume (or spice), roast beef, pork fragrance, can be used in the multiple eating perfume formulation, uses the flavouring effect very obviously obviously in meat flavour.
Existing with 2, the 3-butylene oxide ring is a feedstock production 2, and its main process of the method for 3-succinimide mercaptans is: 2, and 3-butylene oxide ring and ammonium thiocyanate reaction generate 2, the 3-butylene sulfide; 2, the 3-butylene sulfide generates 2, the 3-succinimide mercaptans with the reaction of the ethanolic soln of Sodium sulfhydrate again.
The subject matter that aforesaid method exists: the one, raw material ammonium thiocyanate price height; Two is 2, the ethanolic soln reaction of 3-butylene sulfide and Sodium sulfhydrate, and etoh solvent need reclaim use, the energy consumption height.
The purpose of this invention is to provide a kind of improvedly 2, the preparation method of 3-succinimide mercaptans is to solve the problem that aforesaid method exists.
The present invention relates to 2 of formula (1), the preparation method of 3-succinimide mercaptans:
(1) 2,3-succinimide mercaptans reaction equation is:
It is characterized in that 2,3-butylene oxide ring and thiocarbamide reaction generate 2, the 3-butylene sulfide; 2, the 3-butylene sulfide generates 2 with the reactant aqueous solution of Sodium sulfhydrate again, the 3-succinimide mercaptans.
Preparation method of the present invention, the raw material thiocarbamide is cheap and easy to get; Second step was reflected in the aqueous solution carries out, and need not to reclaim solvent.
To using 2 of present method gained, the 3-succinimide mercaptans has confirmed its structure by chromatogram-mass spectrum on-line analysis.
Preparation method of the present invention has overcome the shortcoming of existing method, and major advantage is:
1. preparation method of the present invention replaces ammonium thiocyanate with thiocarbamide in reaction process, reduced product cost.
2. second step was reflected in the aqueous solution and carries out, and easy to operate, cost is low.
Of the present invention 2, the preparation method of 3-succinimide mercaptans will be described more specifically by the following examples.
Embodiment 1
Thermometer, agitator and dropping funnel are installed on 250 milliliters four-hole boiling flask.Add 70 ml waters, 2 milliliters of vitriol oils and 30 gram thiocarbamides in the flask.Stirring makes the thiocarbamide dissolving.To reflux temperature, drip 15 grams 2, the 3-butylene oxide ring at 0 ℃.Adding the back continues to stir 5 hours.The mixture dichloromethane extraction.Air distillation, collecting 95 ℃ of-97 ℃ of cuts is 2, the 3-butylene sulfide.
20 gram butylene sulfides are added drop-wise in the aqueous solution of 200 milliliters of Sodium sulfhydrates under-5 ℃-65 ℃, continue to stir 4 hours.Use dichloromethane extraction.Normal pressure steams methylene dichloride.Underpressure distillation, collecting 39 ℃ of-40 ℃/800Pa cuts is 2, the 3-succinimide mercaptans.
Embodiment 2
Thermometer, agitator and dropping funnel are installed on 1000 milliliters four-hole boiling flask.Add 280 ml waters, 8 milliliters of vitriol oils and 120 gram thiocarbamides in the flask.Stirring makes the thiocarbamide dissolving.To reflux temperature, drip 60 grams 2, the 3-butylene oxide ring at 20～30 ℃.Adding the back continues to stir 5 hours.The mixture dichloromethane extraction.Air distillation, collecting 95 ℃ of-97 ℃ of cuts is 2, the 3-butylene sulfide.
80 gram butylene sulfides are added drop-wise in the aqueous solution of 800 milliliters of Sodium sulfhydrates under 20 ℃-30 ℃, continue to stir 4 hours.Use dichloromethane extraction.Normal pressure steams methylene dichloride.Underpressure distillation, collecting 39 ℃ of-40 ℃/800Pa cuts is 2, the 3-succinimide mercaptans.
Embodiment 3
Thermometer, agitator and dropping funnel are installed on 5000 milliliters four-hole boiling flask.Add 1400 ml waters, 40 milliliters of vitriol oils and 600 gram thiocarbamides in the flask.Stirring makes the thiocarbamide dissolving.To reflux temperature, drip 300 grams 2, the 3-butylene oxide ring at 50～60 ℃.Adding the back continues to stir 5 hours.The mixture dichloromethane extraction.Air distillation, collecting 95 ℃ of-97 ℃ of cuts is 2, the 3-butylene sulfide.
400 gram butylene sulfides are added drop-wise in the aqueous solution of 4000 milliliters of Sodium sulfhydrates under 50 ℃-60 ℃, continue to stir 4 hours.Use dichloromethane extraction.Normal pressure steams methylene dichloride.Underpressure distillation, collecting 39 ℃ of-40 ℃/800Pa cuts is 2, the 3-succinimide mercaptans.
Claims (1)
1. one kind 2, the preparation method of 3-succinimide mercaptans is characterized in that with 2, and 3-butylene oxide ring and thiocarbamide are raw material, and in the presence of the vitriol oil, reaction generates 2, the 3-butylene sulfide; 2, the 3-butylene sulfide generates 2 with the reactant aqueous solution of Sodium sulfhydrate again, the 3-succinimide mercaptans.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN00100889A CN1091099C (en) | 2000-02-18 | 2000-02-18 | Process for prepairng 2,3-butanedithiol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN00100889A CN1091099C (en) | 2000-02-18 | 2000-02-18 | Process for prepairng 2,3-butanedithiol |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1309119A CN1309119A (en) | 2001-08-22 |
| CN1091099C true CN1091099C (en) | 2002-09-18 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN00100889A Expired - Fee Related CN1091099C (en) | 2000-02-18 | 2000-02-18 | Process for prepairng 2,3-butanedithiol |
Country Status (1)
| Country | Link |
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| CN (1) | CN1091099C (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102212162B (en) * | 2011-03-25 | 2013-06-26 | 浙江大学宁波理工学院 | Method for preparing thiolated nano ferroferric oxide magnetic polymer composite material |
| CN102417473A (en) * | 2011-08-25 | 2012-04-18 | 西安近代化学研究所 | Synthesis method of sec-butyl mercaptan |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3892878A (en) * | 1973-04-25 | 1975-07-01 | Int Flavors & Fragrances Inc | Flavoring with sulfur containing compounds |
-
2000
- 2000-02-18 CN CN00100889A patent/CN1091099C/en not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3892878A (en) * | 1973-04-25 | 1975-07-01 | Int Flavors & Fragrances Inc | Flavoring with sulfur containing compounds |
Non-Patent Citations (3)
| Title |
|---|
| 化学试剂第21卷第5期 1999.1.1 田红玉等人，3-巯基-2-2丁醇的合成 * |
| 化学试剂第21卷第5期 1999.1.1 田红玉等人，3-巯基-2-2丁醇的合成;四川联合大学学报(工程学报)第2卷第1期 1998.3.1 李天全等人，二巯基于二醇亚铁螯合物吸收NO的研究 * |
| 四川联合大学学报(工程学报)第2卷第1期 1998.3.1 李天全等人，二巯基于二醇亚铁螯合物吸收NO的研究 * |
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| Publication number | Publication date |
|---|---|
| CN1309119A (en) | 2001-08-22 |
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