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CAS No. : | 828-81-9 | MDL No. : | MFCD00548482 |
Formula : | C8H6ClN3S | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | JKSGNHRIXMYPIO-UHFFFAOYSA-N |
M.W : | 211.67 | Pubchem ID : | 554211 |
Synonyms : |
|
Signal Word: | Warning | Class: | |
Precautionary Statements: | P280-P305+P351+P338-P310 | UN#: | |
Hazard Statements: | H302-H315-H319-H332-H335 | Packing Group: | |
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 |
---|---|---|
61% | With TEA; In dichloromethane; for 2h;Reflux; | General procedure: Compounds 6{10 (5 mmol) were dissolved in DCM and TEA (6 mmol) was added to the reactionmixtures. alpha-Chloroacetyl chloride (10 mmol) was slowly added to the reaction mixtures. The reaction mixtureswere heated for 2 h under reux. The reaction was checked with TLC. The crude products were ltered, dried,and crystallized from 1,4-dioxane to obtain products 11-15. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
58% | With iron(III) chloride; In ethanol;Reflux; | General procedure: Compounds 1{5 (1 mmol) were dissolved in ethanol and ethanolic ferric chloride solution (4 mmol) wasadded. The reaction mixtures were heated under reux for 16{20 h. The mixtures were neutralized usingammonia solution, ltered and washed with water, dried, and crystallized from ethanol to obtain compounds 6-10. |
With iodosylbenzene; dihydrogen peroxide; acetic acid; In dimethyl sulfoxide; at 60℃; for 4h;Green chemistry; | General procedure: To a mixture of thiosemicarbazide (3, 0.5mmol), sodiumacetate (0.5mmol), aldehyde (2, 0.5mmol), 3mL of solvent(vH2O:vEtOH=1:1) was successively added into the tube andstirred for 15min at room temperature. After the reactionwas completed, the solvent was evaporated under reducedpressure and the residue was redissolved in DMSO (3mL),followed by addition of acetic acid (2 equiv), PhI (10mol%)and H2O2(2 equiv) in sequence, and then stirred at 60Cfor 4h (monitored by TLC). After allowing to attain roomtemperature, the saturated solution of Na2S2O3(5mL) wasadded to the reaction mixture in order to quench and then themixture was extracted with ethyl acetate (3 × 10mL). Thecombined organic layer was dried over anhydrous MgSO4and concentrated. Finally, the residue was purified by flashcolumn chromatography on silica gel using a mixture of ethylacetate and petroleum ether as eluent to give the products. |
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