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CAS No. : | 17231-94-6 | MDL No. : | MFCD00041423 |
Formula : | C6H4Cl2S | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | WRXIPCQPHZMXOO-UHFFFAOYSA-N |
M.W : | 179.07 | Pubchem ID : | 2736096 |
Synonyms : |
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Signal Word: | Danger | Class: | 6.1 |
Precautionary Statements: | P501-P261-P270-P271-P264-P280-P337+P313-P305+P351+P338-P361+P364-P332+P313-P301+P310+P330-P302+P352+P312-P304+P340+P311-P403+P233-P405 | UN#: | 2811 |
Hazard Statements: | H301+H311+H331-H315-H319 | Packing Group: | Ⅲ |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | With copper(l) iodide; potassium carbonate; In N,N-dimethyl-formamide; at 95 - 100℃; for 3h;Inert atmosphere; | The compound entitled was synthesized in accordance with the following scheme.Into a 300 ml three-necked glass flask equipped with a thermometer, a reflux condenser and a stirrer, <strong>[3032-81-3]3,5-dichloroiodobenzene</strong> 22.6 g (82.8 mmol) and dimethylformamide 200 ml were added, and argon was passed through the solution for 2 hours and 15 minutes.Then, 3,5-dichlorothiophenol 14.8 g (82.6 mmol), potassium carbonate 22.8 g (165 mmol) and cuprous iodide 1.57 g (8.24 mmol) were added, which were reacted for 3 hours at 95 to 100 °C with stirring.After completion of the reaction, the reaction mixture was cooled down to room temperature and separated with the addition of water and hexane:ethyl acetate (1:1), and the organic layer obtained was dried with anhydrous magnesium sulfate.After filtration, the filtrate was concentrated under reduced pressure, and the obtained concentrate was purified by recrystallization, simple silica-gel column chromatography (eluent; hexane) to obtain bis(3,5-dichlorophenyl)sulfide 25.4 g as white solid (isolation yield; 95percent). |
75% | With copper(l) iodide; potassium carbonate; In N,N-dimethyl-formamide; at 120℃; for 12h;Inert atmosphere; | 1,3-Dichloro-5-iodobenzene (2.73 g, 10 mmol) was added to the reaction flask under an argon atmosphere.3,5-dichlorothiophenol (2.15 g, 12 mmol), cuprous iodide (9.5 mg, 0.5 mmol),Potassium carbonate (6.9 g, 50 mmol) and 50 ml of DMF solvent were stirred and heated to 120 ° C for 12 h.After the reaction was stopped, the solvent was evaporated to dryness and extracted with dichloromethane.Purified by silica gel column chromatography, petroleum ether / dichloromethane mixed solvent (15 / 1, v / v) as a rinse to give a white solid, yield 75percent; |
With cuprous iodide; potassium carbonate; In N-methyl-acetamide; hexane; water; | Reference Example 3Synthesis of bis(3,5-dichlorophenyl)sulfideThe compound entitled was synthesized in accordance with the following scheme.Into a 300 ml three-necked glass flask equipped with a thermometer, a reflux condenser and a stirrer, <strong>[3032-81-3]3,5-dichloroiodobenzene</strong> 22.6 g (82.8 mmol) and dimethylformamide 200 ml were added, and argon was passed through the solution for 2 hours and 15 minutes.Then, 3,5-dichlorothiophenol 14.8 g (82.6 mmol), potassium carbonate 22.8 g (165 mmol) and cuprous iodide 1.57 g (8.24 mmol) were added, which were reacted for 3 hours at 95 to 100° C. with stirring.After completion of the reaction, the reaction mixture was cooled down to room temperature and separated with the addition of water and hexane:ethyl acetate (1:1), and the organic layer obtained was dried with anhydrous magnesium sulfate.After filtration, the filtrate was concentrated under reduced pressure, and the obtained concentrate was purified by recrystallization, simple silica-gel column chromatography (eluent; hexane) to obtain bis(3,5-dichlorophenyl)sulfide 25.4 g as white solid (isolation yield; 95percent). |