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Type | HazMat fee for 500 gram (Estimated) |
Excepted Quantity | USD 0.00 |
Limited Quantity | USD 15-60 |
Inaccessible (Haz class 6.1), Domestic | USD 80+ |
Inaccessible (Haz class 6.1), International | USD 150+ |
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Accessible (Haz class 3, 4, 5 or 8), International | USD 200+ |
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CAS No. : | 68206-45-1 | MDL No. : | MFCD00274609 |
Formula : | C5H3ClN2O2S | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 190.61 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Danger | Class: | 8 |
Precautionary Statements: | P301+P330+P331-P303+P361+P353-P363-P304+P340-P310-P321-P260-P264-P280-P305+P351+P338-P405-P501 | UN#: | 3261 |
Hazard Statements: | H314 | Packing Group: | Ⅱ |
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 |
---|---|---|
70% | In dichloromethane for 0.75h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
81% | With pyridine; sulfuryl dichloride In 1,2-dichloro-ethane for 1h; | |
2.86 g | With pyridine; sulfuryl dichloride In 1,2-dichloro-ethane at 0℃; for 3h; | To a flame--driedandargon--flushedpressurevesselwasadded2--chloro--3--nitropyridine(3.01g,19.0mmol,1.0equiv.)and suspended in dry MeOH(13.5mL).To the suspension was then added benzylmercaptan(3.3mL,28mmol,1.5equiv.)and triethylamine(4.0mL,29mmol,1.5equiv.).The mixture was heated to reflux and stirred for 5h and subsequently cooled to ambient temperature at which some of the mixture crystallized.The mixture was dissolved further in CHCl3(10mL),transferred to a flask and concentrated to dryness.The resulting residue was purified by flash column chromatography(neatCHCl3),yielding2--(benzylthio)--3--nitropyridine as a yellow solid(3.84g,15.6mmol).This compound was then dissolved in dryDCE(9.0mL)and cooled to 0oC.To the resulting solution was added SO2Cl2(1.65mL,20.4mmol,1.3equiv.)andpyridine(4drops)andthemixturewasstirredfor3hat0oC.Thesolventswerethenremovedbyevaporationandtheresultingresiduesubjectedtohighvacuumovernight,yielding1asayellowsolid(2.86g,15.0mmol,79%over2steps).Rf0.61(CH2Cl2).1H--NMR(CDCl3,400MHz):δ(ppm)8.95(dd,J=1.5,4.6Hz,1H),8.56(dd,J=1.5,8.2Hz,1H),7.45(dd,J=4.6,8.3Hz,1H).13C--NMR(CDCl3,100MHz):δ(ppm)157.9,154.9,153.7,133.5,121.2. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In dichloromethane at 0 - 20℃; Sonication; | 3 EXAMPLES; Example 3 was prepared according to Scheme 5; Scheme 5; 3-Nitro-2-pyridinesulfenyl chloride (compound (8)) was dissolved in15 mL anhydrous CH^Cfe. The solution was cooled by an ice bath. 4-ethanoylthiophenol (compound (9)) was dissolved in 10 mL CHaCk and added to a droppingrunnel affixed to the container containing 3-nitro-2-pyridinesulfenyl chloride solution.The solution of 4-ethanoyl thiophenol was added over a 2 to 5 minute period. Afterthe solution of 4-ethanoyl thiophenol was added, the mixture was allowed to warm toroom temperature and then stirred for 2 hours. While addition of 4-ethanoylthiophenol, a precipitate formed. After the 2 hours period of stirring at roomtemperature was completed, the mixture was sonicated for 5 minutes and theprecipitate dissolved. TLC analysis showed a new spot formed in addition to 3-nitro-2-pyridinesulfenyl chloride and 4-ethanoyl thiophenol. The reaction mixture waswashed with saturated NaHCOs. The organic layer was supplemented with anaddition 100 mL ChaCla. The product was dried for 3 hours under vacuum. |