4,4'-DICHLORODIPHENYL DISULFIDE synthesis
- Product Name:4,4'-DICHLORODIPHENYL DISULFIDE
- CAS Number:1142-19-4
- Molecular formula:C12H8Cl2S2
- Molecular Weight:287.23
Yield: 75% ， 13.8%
Reaction Conditions:
with aluminum dihydrogen phosphate;nitric acid in acetonitrile at 20; for 24 h;Reagent/catalyst;
Steps:
4.3. General procedure using Al(H2PO4)3 / HNO3 /ACN (dry) (System B)
General procedure: 32 mmol of halogenated thiol was dissolved in anhydrous ACN.0.16 mmol of aluminium dihydrogen phosphate (freshly prepared) andconcentrated HNO3 (3 mL) were added to this solution, which wasstirred at room temperature (r.t.) and monitored by TLC for 24 h, whenit was observed that the consumption of the starting material wascomplete. The method was optimized by increasing the temperature to85 °C, leading to faster formation of the thiosulfonate products withhigh yields. The workup was performed by neutralizing the mixture bycareful addition of a sodium bicarbonate solution. The mixture wasextracted using ethyl acetate. The organic layer was washed with distilledwater and brine and dried over MgSO4, followed by filtrationunder reduced pressure. The products were purified by silica gel (GF DE500 μm, UNIPLAT) chromatography using hexane/EtOAc (9:1) as theeluent.
References:
Bai, Ruoli;Barbosa, Euzébio Guimar?es;Beatriz, Adilson;Hamel, Ernest;Khodyuk, Rejane Gon?alves Diniz;Louren?o, Estela Mariana Guimar?es;de Lima, Dênis Pires;dos Santos, Edson dos Anjos [Bioorganic Chemistry,2020,vol. 101]
106-39-8
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