CN102617423A - Method for synthesis of chelating agent 4-methyl-2-chlorothiophenol - Google Patents
Method for synthesis of chelating agent 4-methyl-2-chlorothiophenol Download PDFInfo
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- CN102617423A CN102617423A CN2012100480086A CN201210048008A CN102617423A CN 102617423 A CN102617423 A CN 102617423A CN 2012100480086 A CN2012100480086 A CN 2012100480086A CN 201210048008 A CN201210048008 A CN 201210048008A CN 102617423 A CN102617423 A CN 102617423A
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- chlorothiophenol
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Abstract
The invention relates to a method for synthesis of 4-methyl-2-chlorothiophenol, which is a chelating agent. The 4-methyl-2-chlorothiophenol is synthesized via adding reaction substances p-methylthiophenol and chlorinated reagent (hypochlorous acid, phosphorus trichloride, phosphorus pentachloride, thionyl chloride or sulfuric oxychloride) are added into an anhydrous organic solvent (toluene, xylene, benzene, methylene dichloride, methyl trichloride or diethyl ether). The process of the synthesis method is simple, the 4-methyl-2-chlorothiophenol can be separated and purified easily, and the yield is high.
Description
Technical field
The present invention relates to the method for a kind of synthetic 4-methyl-2-chlorothio-phenol, belong to the technical field that fine chemical product is produced.
Background technology
In recent years, heavy metal water pollutes serious harm HUMAN HEALTH, so each state has all formulated strict effluent containing heavy metal ions emission standard.The environmental legislation that the wastewater treatment operation is expensive and more and more severeer requires industry to search out more efficient, convenient, cheap treatment process.
At present, the heavy metal treatment process mainly contain that the precipitator method, oxidation reduction process, air supporting method, electrolytic process, absorption method, IX are sent out, embrane method and biological process.The precipitator method are no matter on running cost still is running cost, and are all more cheap than other method, convenient, are the most a kind of methods of using in the industrial heavy metal containing wastewater treatment.Yet traditional neutralization precipitation method but can't advanced treatment for heavy metal complexing waste water, reaches national heavy metal wastewater thereby emission standard, and research shows that the chelating precipitator method can effectively handle heavy metal complexing waste water.Heavy metal ion is Pd for example
2+, Co
2+, Ni
2+, Cu
2+Deng because its special electron structure, be prone to combine formation chelating body structure and precipitating with containing O, N, S, P, Cl, the equiatomic sequestrant of Br.And sequestrant is because it is highly sensitive, and can be recycled becomes a kind of important method of water treatment.
At present, the great majority employing contains two sulfydryls or amino-mercapto type sequestrant is handled heavy metal ion, yet above-mentioned sequestrant has significant limitation in the heavy metal containing wastewater treatment process.Two sulfydryl type sequestrants discharge H easily under acidic conditions
2S is oxidized to sulfoxide and inactivation in air; The amino-type sequestrant also is prone to be oxidised with air to nitroso compound and inactivation.The present invention utilizes the chlorine atomic electronegativity little to be the synthetic 4-methyl of raw material-2-chlorothio-phenol to the methyl thiophenol, and radius is big; Polarizable advantage; And design sequestrant and metals ion form six-membered ring structure and improve chelating ability, expects to obtain a kind of novel low toxicity, heavy metal chelant efficiently.
Summary of the invention
The present invention provides the compound method of a kind of synthetic 4-methyl-2-chlorothio-phenol.This method is synthetic simple, and product is easy to separate and purifies, and reaction efficiency is high.
The present invention realizes through following technical scheme.To the methylbenzene thiophenol to be the technological process of the synthetic 4-methyl of raw material-2-chlorothio-phenol; It is characterized in that: in the 5mL organic solvent of crossing through the anhydrous magnesium sulfate processed (can be toluene, YLENE, benzene, methylene dichloride, trichloromethane, ether); After adding treats that to the methylbenzene thiophenol it dissolves fully, slowly drip use that a small amount of organic solvent diluting is crossed, amount of substance for to doubly chlorinating agent of methylbenzene thiophenol 1.0-1.5 (can be hypochlorous acid, phosphorus trichloride; Phosphorus pentachloride; Thionyl chloride, the dichloride sulfone) mixture, react 1-3h under the room temperature.Behind the most of solvent of rotary evaporation, pour into and carry out recrystallization in the zero(ppm) water, obtain a large amount of yellow solids; Its washing, a small amount of ethanol are washed, washed; Remove raw material and impurity, under 40 ℃, vacuum-drying obtains xanchromatic product 4-methyl-2-chlorothio-phenol under the-0.8MPa then.
The invention has the advantages that the compound method that a kind of new sequestrant is provided, its compound method is simple, and product is easy to separate and purifies, and reaction efficiency is high.
Claims (3)
1. in anhydrous organic solvent, add the methyl thiophenol, treat that it dissolves fully after, slowly drip amount of substance for chlorinating agent dichloride sulfone to 1.0 ~ 1.5 times of methylbenzene thiophenols, react 1 ~ 3h under the room temperature.
2. after removing most of solvent with Rotary Evaporators under the room temperature; Pour into and carry out recrystallization in the zero(ppm) water; Obtain a large amount of yellow solids, its washing, a small amount of ethanol are washed, washed, remove raw material and impurity; Under 40 ℃, vacuum-drying obtains xanchromatic product 4-methyl-2-chlorothio-phenol under the-0.8MPa then.
3. the organic solvent effect in the experimentation is to dissolve the methylbenzene thiophenol, can be toluene, YLENE, benzene, methylene dichloride, trichloromethane, ether; The effect of chlorinating agent is to produce the chlorine positive ion, can be hypochlorous acid, phosphorus pentachloride, phosphorus trichloride, sulfur oxychloride, dichloride sulfone.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2012100480086A CN102617423A (en) | 2012-02-29 | 2012-02-29 | Method for synthesis of chelating agent 4-methyl-2-chlorothiophenol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2012100480086A CN102617423A (en) | 2012-02-29 | 2012-02-29 | Method for synthesis of chelating agent 4-methyl-2-chlorothiophenol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN102617423A true CN102617423A (en) | 2012-08-01 |
Family
ID=46557690
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2012100480086A Pending CN102617423A (en) | 2012-02-29 | 2012-02-29 | Method for synthesis of chelating agent 4-methyl-2-chlorothiophenol |
Country Status (1)
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| CN (1) | CN102617423A (en) |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2494993A (en) * | 1943-04-21 | 1950-01-17 | Ici Ltd | Manufacture of chlorocresols |
| US3331205A (en) * | 1964-06-22 | 1967-07-18 | Consolidation Coal Co | Preparation of chlorothiophenols |
| US3474139A (en) * | 1962-12-22 | 1969-10-21 | Domtar Ltd | Preparation of ring-halogenated arylsulfenyl halides |
| JPH05186418A (en) * | 1991-12-28 | 1993-07-27 | Sumitomo Seika Chem Co Ltd | Production of halogenothiophenol |
| DE19536846A1 (en) * | 1995-10-02 | 1997-04-03 | Bayer Ag | Process for the preparation of 2-chloro-4-methylphenol |
-
2012
- 2012-02-29 CN CN2012100480086A patent/CN102617423A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2494993A (en) * | 1943-04-21 | 1950-01-17 | Ici Ltd | Manufacture of chlorocresols |
| US3474139A (en) * | 1962-12-22 | 1969-10-21 | Domtar Ltd | Preparation of ring-halogenated arylsulfenyl halides |
| US3331205A (en) * | 1964-06-22 | 1967-07-18 | Consolidation Coal Co | Preparation of chlorothiophenols |
| JPH05186418A (en) * | 1991-12-28 | 1993-07-27 | Sumitomo Seika Chem Co Ltd | Production of halogenothiophenol |
| DE19536846A1 (en) * | 1995-10-02 | 1997-04-03 | Bayer Ag | Process for the preparation of 2-chloro-4-methylphenol |
Non-Patent Citations (1)
| Title |
|---|
| ALFRED FISCHER: "ipso Nitration. XXIX, Nitration of substituted 4-methylanisoles and phenols", 《CAN. I. CHEM.》 * |
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Application publication date: 20120801 |