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Chemical Structure| 1013-23-6
Chemical Structure| 1013-23-6
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Product Details of [ 1013-23-6 ]

CAS No. :1013-23-6 MDL No. :MFCD00046902
Formula : C12H8OS Boiling Point : -
Linear Structure Formula :- InChI Key :NGDPCAMPVQYGCW-UHFFFAOYSA-N
M.W : 200.26 Pubchem ID :13898
Synonyms :

Calculated chemistry of [ 1013-23-6 ]

Physicochemical Properties

Num. heavy atoms : 14
Num. arom. heavy atoms : 13
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 60.02
TPSA : 38.77 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : Yes
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.63 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.08
Log Po/w (XLOGP3) : 2.67
Log Po/w (WLOGP) : 3.94
Log Po/w (MLOGP) : 2.75
Log Po/w (SILICOS-IT) : 3.9
Consensus Log Po/w : 3.07

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.45
Solubility : 0.0709 mg/ml ; 0.000354 mol/l
Class : Soluble
Log S (Ali) : -3.14
Solubility : 0.146 mg/ml ; 0.000731 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.93
Solubility : 0.00235 mg/ml ; 0.0000117 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.89

Safety of [ 1013-23-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1013-23-6 ]

* 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.

  • Upstream synthesis route of [ 1013-23-6 ]
  • Downstream synthetic route of [ 1013-23-6 ]

[ 1013-23-6 ] Synthesis Path-Upstream   1~23

  • 1
  • [ 132-65-0 ]
  • [ 1013-23-6 ]
YieldReaction ConditionsOperation in experiment
98% With C8H14N4O17W2(2-)*2Na(1+) In methanol; water at 65℃; for 3.66 h; General procedure for oxidation of sulfides to sulfoxides: To a stirred solution of sulfide (2.5 mmol) in CH3OH/H2O (1:1, 10 mL), the complex MWG (1.17 g, 2.5 mmol) or DWC (1.12 g, 1.25 mmol) or DWG (1.13 g, 1.25 mmol), were added successively maintaining molar ratio of W:substrate at 1:1, in a 50 mL two-necked round-bottomed flask. The resulting reaction mixture was stirred at room temperature. The progress of the reaction was monitored by thin layer chromatography (TLC) and GC. After completion of the reaction, the product as well as unreacted organic substrates were extracted with diethyl ether and dried over anhydrous Na2SO4 and distilled under reduced pressure to remove excess diethyl ether. The corresponding sulfoxide obtained was purified by column chromatography on silica gel using ethyl acetate and n-hexane (1:9). The product was characterized by IR, 1H NMR, 13C NMR spectroscopy and in case of solid samples, by melting point determination. The data were found to be in accordance with the literature (see Supplementary data).
95% With O40PW12(3-)*3C14H16NO3S(1+); dihydrogen peroxide In ethanol; water at 60℃; for 0.75 h; Green chemistry General procedure: To a stirred suspension of the substrate (5 mmol), catalyst (0.2 g, 1.0 molpercent) in H2O: EtOH (7:3v/v, 10 mL), 30percent aq. H2O2 (1.1 mL, 10 mmol) was added in one portion. The slurry was stirred at 60 °C for 45 min. The reaction mixture was cooled to 10 °C, and the catalyst was separated by filtration. The corresponding sulfoxide product was extracted with Et2O from the reaction mixture. Evaporation of the solvent afforded the crude product. The crude product was purified by column chromatography on silica gel using EtOAc/hexane as eluent (method (c)). Similar method was utilized to produce sulfones. In this case 3.4 mL of 30percent aq. H2O2 (30 mmol) was used for 60 min (method (d)).
95% With C40H32CuN2O2S2; dihydrogen peroxide In water; acetonitrile at 20℃; for 2 h; General procedure: A 30percent hydrogen peroxide solution (5 mmol) was added to a solution containing the sulfide 2 (2 mmol), complex 1 (0.5 molpercent) and 2 mL CH3CN. The reaction mixture was stirred at room temperature until completion of reaction as monitored by TLC. After complete conversion of the reactant, the product was extracted with EtOAc and washed with water. The organic layer was dried over anhydrous Na2SO4. The solvent was removed under vacuum and the residue was purified by chromatography (eluting with 1:1 hexane/EtOAc). Nitrophenyl benzyl sulfoxide (3b).
95% With C40H32CuN2O2S2; dihydrogen peroxide In water; acetonitrile at 20℃; for 2 h; General procedure: A 30percent hydrogen peroxide solution (5 mmol) was added to asolution containing the sulfide 2 (2 mmol), complex 1 (0.5 mol percent) and 2 mLCH3CN. The reaction mixture was stirred at room temperature untilcompletion of reaction as monitored by TLC. After complete conversion ofthe reactant, the product was extracted with EtOAc and washed with water.The organic layer was dried over anhydrous Na2SO4. The solvent was removedunder vacuum and the residue was purified by chromatography (eluting with1:1 hexane/EtOAc).
92% With peracetic acid In acetic acid at 110 - 120℃; for 4 h; Dibenzothiophene (5.0 g, 0.027 mol) was added to acetic acid (20 ml), stirred and heated to 110°C-120°C until completely dissolved. An excess OF PERACETIC acid (4.4 g, 0. 0058MOL) was then added dropwise and the reaction mixture was continuously stirred at this temperature for four hours. The reaction was followed using TLC as an indication of dibenzothiophene consumption. After cooling, the reaction mixture was poured into water (40 ml), the resulting brown precipitate filtered off, washed with water and a small quantity of toluene (2-3 ml) before being dried in a vacuum oven at 50°C for 4 hours. Product yield 5.0 g (92percent) of brown crystals. The product was analysed by IR, HPLC and LC-MS. IR 1066CM~APOS;AND 1024CM~L S=O due to sulphoxide. MS: M/Z 201 (Mw of cation). HPLC : one very strong peak due to product, with a change in retention time and a shift in the characteristic chromophore compared to the starting material.
91% With 1,1′-(butane-1,4-diyl)bis(1,4-diazabicyclo[2.2.2]octane-1,4-diium) bis(hydrogen sulfate) dinitrate; potassium bromide In neat (no solvent) at 20℃; for 2.33333 h; Green chemistry General procedure: A mixture of an sulfide (1 mmol), [C4(DABCO-H)2]·[HSO4]2[NO3]2(0.5 mmol) and KBr (0.05 mmol) was vigorously grind using a mortarand pestle at roomtemperature. After completion of the reaction (monitoredby TLC), 5 mL water was added to the mortar and the mixturewas filtered to separate the nitrated product. The products were purifiedwith short column chromatography.
90% With dihydrogen peroxide In methanol at 65℃; for 11 h; General procedure: In a typical reaction, organic substrate (5 mmol) was added to a solution of catalyst [PAMo (3.44 mg) or PSMo (4.9 mg), containing 0.005 mmol of Mo] and 30percent H2O2 (2.26 mL, 20 mmol) in 5 mL of water. The molar ratio of substrate: H2O2 and that of catalyst (Mo): substrate was maintained at 1: 4 and 1: 1000, respectively. The reaction was conducted at room temperature under magnetic stirring. The reaction progress was monitored by thin layer chromatography (TLC) and GC. After completion, the product and unreacted organic substrates were extracted with diethyl ether, dried over anhydrous sodium sulfate and distilled under reduced pressure to remove excess solvent. The crude product obtained was purified by column chromatography on silica gel with ethyl acetate- hexane (1: 9 v/v) as the eluent.
88% With dioxofluoro(bis-dimethylpyrazole) vanadium(V); dihydrogen peroxide In water; acetonitrile at 0 - 20℃; for 5 h; Cooling with ice General procedure: methyl phenyl sulfide (0.248 g, 2 mmol) in acetonitrile (2 ml) solvent was reacted with VO2F(dmpz)2 (0.0059 g, 0.02 mmol) and H2O2 (30percent aqueous solution, 25 μL, 2.2 mmol) under stirring at ice bath temperature for 5 h and monitored by TLC. On completion of the reaction, acetonitrile was removed under reduced pressure and 1 ml of water was added. The product was extracted with ethyl acetate, dried over anhydrous MgSO4, and evaporated to dryness, while the aqueous layer was retained for recovery of the catalyst. In order to remove any traces of VO2F(dmpz)2, the product was transferred to silica gel (60–120 mesh) column and eluted with ethyl acetate: hexane (1:7). The aqueous layer is concentrated and reused. #10;
85% With dihydrogen peroxide In ethanol at 20℃; for 4 h; Green chemistry General procedure: In a typical reaction, a mixture of CSA (0.07 g equal to 0.34 mmol H+), diphenylsulfide (1 mmol), hydrogen peroxide (aq. 30percent, 1.5 mmol), and ethanol (5 mL) was stirredat r.t. for 240 min. The progress of reaction was monitored by TLC method. At the end ofthe reaction, catalyst was removed by filtration and the resulting solution was concentratedunder reduced pressure. Then, residue was purified by column chromatography on silicagel (n-hexane—ethyl acetate 1 : 5) to afford 0.192 g (93percent) of diphenyl sulfoxide as a whitesolid. The resulting products were determined by their 1H-NMR spectra and compared withthe authentic samples.
80.5% With peroxygenase; dihydrogen peroxide In acetonitrile at 20℃; for 0.416667 h; Enzymatic reaction Oxidations of 1 mM dibenzothiophene with 1 mM H2O2 were carried out with 30percent acetonitrile and 5 mM acetate (pH 3-5), phosphate (pH 6-7) or borate buffer (pH 8-8.5) at specified pH values using 0.01 mg/mL of purified peroxygenase (mature peroxygenase encoded by SEQ ID NO: 1) in a total reaction volume of 1 mL. Reactions were performed at room temperature for 25 minutes and samples were then inactivated with 50 μL of 50percent (w/v) trichloroacetic acid. (0265) Samples were analyzed on an Agilent 1200 HPLC system equipped with a Diode Array Detector (Agilent, Santa Clara Calif., USA) and separated on a Gemini C6-Phenyl (110 , 2×150 mm, 3 μm) column from Phenomenex (Torrance Calif., USA) thermostated at 40° C. Two mobile phases were used: (A) 0.1percent formic acid, and (B) 0.1percent formic acid in acetonitrile. (0266) Separations were run using stepwise gradient starting with 30percent B held for 0.5 min, then increasing to 80percent B within 14.5 min and being maintained at 80percent for 3 min with a constant flow rate of 0.4 mL/min. (0267) Dibenzothiophene and its oxidation product dibenzothiophene sulfone was identified and quantified by external calibration using authentic standards, based on their retention times, UV absorbtion spectra (230 nm and 260 nm). Dibenzothiophene oxide standard was not commercially available the quantification of this compound was done using dibenzothiophene sulfone calibration curve. (0268) The peroxygenase oxidised dibenzothiophene yielding two products dibenzothiophene oxide and dibenzothiophene sulfone. TABLE 5 Comparison of dibenzothiophene oxide (DBT-SO) and dibenzothiophene sulfone (DBT-SO2) yields calculated at various pH. (30percent ACN; reaction time 1 min). pH DBT-SO (percent) DBT-SO2 (percent) 3.0 65.9 0.0 4.0 66.2 0.0 5.0 81.3 0.4 6.0 87.9 0.8 6.5 87.1 0.7 7.0 83.4 0.8 8.0 85.6 0.5 8.5 80.5 0.0 [table-us-00007-en] TABLE 6 Comparison of dibenzothiophene oxide (DBT-SO) and dibenzothiophene sulfone (DBT-SO2) yields calculated at various acetonitrile (ACN) concentrations (pH5.0; reaction time25 min). ACN DBT-SO DBT-SO2 (percent) (percent) (percent) 30 72.0 12.5 40 86.0 7.2 50 89.6 1.4 60 64.1 0.8 70 14.8 0.0 80 2.1 0.0
79% With melamine-(H2SO4)3; C3H6N6*3HNO3; water; potassium bromide In neat (no solvent) General procedure: Melamine-(H2SO4)3 [(0.21 g, 0.5 mmol)] and melamine-(HNO3)3 [(0.16 g, 0.5 mmol)], KBr[(0.0095 g, 0.1 mmol)] and few drops of water were mixed with the substrate [Table 1, Entries12–21, (1 mmol)] and ground in a mortar and pestle for 5 min. The mixture was changed toa black paste. The completion of the reaction was monitored by TLC. Then the product wasextracted with boiling chloroform (2 × 10 mL) and dried with 5 g Na2SO4 and filtered off.CHCl3 was removed by simple distillation and crude products were obtained with high purity.
73.7% With 3-chloro-benzenecarboperoxoic acid In chloroform; acetonitrile at -40 - 20℃; for 2 h; Inert atmosphere Into a 2 L four-necked round bottom flask equipped with a stirrer, a Liebig condenser fitted with a calcium chloride tube, a nitrogen inlet tube, a 1000 mL isobaric dropping funnel and a thermometer, 64.4 g (0.35 mol) of dibenzothiophene and And 700 mL of chloroform was charged and cooled to -40 ° C. in an acetonitrile-dry ice bath under a nitrogen stream. Next, 700 mL of a chloroform solution of metachloroperbenzoic acid (mCPBA) 78.3 g (0.35 mol) was added dropwise from an isobaric dropping funnel at a temperature not exceeding -30 ° C., and the mixture was stirred at the same temperature for 1 hour and further stirred at room temperature It was returned and stirred for 1 hour.After filtering the by-produced crystals from the obtained reaction solution, it was transferred to a separating funnel of 2 L, 300 mL of water was added and neutralized with a 10percent sodium carbonate aqueous solution. The neutralized organic layer was washed twice with 200 mL of water and dried over sodium sulfate, then sodium sulfate was removed by suction filtration, and the solvent was distilled off under reduced pressure. Subsequently, the obtained reaction product was purified by silica gel column chromatography using a mixed solvent of DCM and n-hexane and recrystallized with ethanol to obtain 50.5 g (yield: 73.7percent) of the objective dibenzosulfoxide.
70% With O40PW12(3-)*3C15H18NO3S(1+); dihydrogen peroxide In ethanol; water at 70℃; for 0.0333333 h; General procedure: To a mixture of sulfide (1 mmol) and 30percent aq.H2O2 (2 mmol) in H2O:EtOH (7:3 v/v, 4 mL), catalyst (80 mg) was added and the mixture was stirred at 70 °C for the time specified. Completion of the reaction was indicated by TLC (n-hexane/ethyl acetate 2:1). After completion, the reaction mixture was cooled to 5 °C. The catalyst precipitated as solid at the bottom layer and could be easily separated by decantation(or filtration). The product was at the upper liquid layer. The resulting solution was concentrated under reduced pressure to afford the essentially crud products. Further purification was achieved by short column chromatography on silica gel with n-hexane/ethyl acetate as eluent(method b).
62% at 2℃; for 5 h; Under a nitrogen atmosphere, 2 °C, a compound I-10 (27.64 g, 150 mmol) and carbon tetrachloride (276.4 g) were sequentially added to the reaction flask, and chlorine gas was introduced into the reaction liquid for 5 hours. The reaction solution was poured into 400 g of ice water, stirred for 50 minutes, filtered and washed with water, and the filtrate was concentrated, and then recrystallized from 1:1 hexane/hexane to afford Intermediate N-1 (18.53 g, 62percent).
44% With dihydrogen peroxide; zirconium(IV) chloride In methanol at 0 - 20℃; for 2 h; Inert atmosphere [235] In a 2000 ml round-bottom three-neck flask under a nitrogen atmosphere, 36.8 g of dibenzothiophene, 138 g of 34.5percent hydrogen peroxide and 1500 ml of methanol were placed, and maintained at 0°C. 92.3g of zirconium(IV) chloride was slowly added to the reaction solution and stirred at room temperature for 2 hrs. The reaction was completed, filtered with silica gel, concentrated and then subjected to column chromatography with a dichloromethane, thus obtaining 17.5 g of Intermediate 12 (yield44percent).[236] MS (ESI): [M+H]+ 201
36.2% With Aspergillus carbonarius peroxygenase gene; dihydrogen peroxide In aq. phosphate buffer; acetonitrile at 20℃; for 0.416667 h; Enzymatic reaction Example 5 Oxidation of Dibenzothiophene (0304) Oxidation of 1 mM dibenzothiophene with 1 mM H2O2 was carried out with 30percent acetonitrile and 5 mM phosphate buffer at pH 6.5, using 0.01 mg/mL of purified peroxygenase (mature peroxygenase encoded by SEQ ID NO: 1) in a total reaction volume of 1 mL. Reaction was performed at room temperature for 25 minutes, and stopped by adding 50 μL of 50percent (w/v) trichloroacetic acid. (0305) Sample was analyzed on an Agilent 1200 HPLC system equipped with a Diode Array Detector (Agilent, Santa Clara Calif., USA) and separated on a Gemini C6-Phenyl (110 , 2×150 mm, 3 μm) column from Phenomenex (Torrance Calif., USA) thermostated at 40° C. Two mobile phases were used: (A) 0.1percent formic acid, and (B) 0.1percent formic acid in acetonitrile. (0306) Separation was run using stepwise gradient starting with 30percent B held for 0.5 min, then increasing to 80percent B within 14.5 min and being maintained at 80percent for 3 min with a constant flow rate of 0.4 mL/min. (0307) Dibenzothiophene and its oxidation product dibenzothiophene oxide were identified and quantified by external calibration using authentic standards, based on their retention times, UV absorbtion spectra (230 nm and 260 nm). Dibenzothiophene oxide standard was not commercially available; the quantification of this compound was done using dibenzothiophene sulfone calibration curve. (0308) The peroxygenase oxidised dibenzothiophene yielding a single product, dibenzothiophene oxide (36.2percent).
88 %Chromat. With perchloric acid; TBA4[γ-HPV2W10O40]; dihydrogen peroxide In water; acetonitrile; <i>tert</i>-butyl alcohol at 59.84℃; for 1 h; General procedure: TBA4[γ-HPV2W10O40](TBA = [(n-C4H9)4N]+, 1 mol), 70percent aqueous perchloric acid (1 mol), 1a (1 mmol), and CH3CN/t-BuOH (1.5/1.5 mL) were charged in a reaction vessel. The reaction was initiated by addition of 30percent aqueous H2O2 (1 mmol), and the reaction solution was periodically analyzed. Before the GC analysis,the remaining H2O2 was decomposed at 273 K by addition of Ru(OH)x/Al2O3
14 %Spectr. With oxygen In 1,2-dichloro-benzene at 100℃; for 36 h; Autoclave General procedure: To an autoclave was charged methylphenyl sulfide (118 L, 1.0mmol), 1,2-dichlorobenzene (5.0mL), catalyst (40 mg), and a magnetic stirring bar. The autoclave was purged and filled with O2 until the gauge pressure reached 0.5 MPa. The reaction mixture was stirred at 100 °C for 36 h. The mixture was extracted with chloroform and filtered. The filtrate was analyzed by 1HNMR (JEOL 300 MHz) using mesitylene as an internal standard.

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  • 2
  • [ 132-65-0 ]
  • [ 1013-23-6 ]
  • [ 1016-05-3 ]
YieldReaction ConditionsOperation in experiment
86% With sodium hypochlorite pentahydrate; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane; water; acetonitrile at 20℃; for 0.4 h; Green chemistry General procedure: To a solution of thioanisole (1a; 248 mg, 2.0 mmol) in MeCN (10 mL) and H2O (2 mL), NaOCl·5H2O (362 mg, 2.2 mmol) was added and the mixture was stirred at r.t. for 18 min. H2O (20 mL) and CHCl3 (15mL) were added, the organic layer was separated, and the aqueous phase was extracted with CHCl3 (3 × 15 mL). The extracts were dried over anhydrous magnesium sulfate, and evaporated. The residue was purified by silica gel column chromatography (n-hexane–EtOAc, 1:2 v/v) to provide methyl phenyl sulfoxide (2a; 275 mg, 98percent) as colorless crystals. Methyl phenyl sulfone (3a; 6 mg, 2percent) was also obtained as colorless crystals.
86% With peroxygenase; dihydrogen peroxide In acetonitrile at 20℃; for 0.416667 h; Enzymatic reaction Oxidations of 1 mM dibenzothiophene with 1 mM H2O2 were carried out with 30percent acetonitrile and 5 mM acetate (pH 3-5), phosphate (pH 6-7) or borate buffer (pH 8-8.5) at specified pH values using 0.01 mg/mL of purified peroxygenase (mature peroxygenase encoded by SEQ ID NO: 1) in a total reaction volume of 1 mL. Reactions were performed at room temperature for 25 minutes and samples were then inactivated with 50 μL of 50percent (w/v) trichloroacetic acid. (0265) Samples were analyzed on an Agilent 1200 HPLC system equipped with a Diode Array Detector (Agilent, Santa Clara Calif., USA) and separated on a Gemini C6-Phenyl (110 , 2×150 mm, 3 μm) column from Phenomenex (Torrance Calif., USA) thermostated at 40° C. Two mobile phases were used: (A) 0.1percent formic acid, and (B) 0.1percent formic acid in acetonitrile. (0266) Separations were run using stepwise gradient starting with 30percent B held for 0.5 min, then increasing to 80percent B within 14.5 min and being maintained at 80percent for 3 min with a constant flow rate of 0.4 mL/min. (0267) Dibenzothiophene and its oxidation product dibenzothiophene sulfone was identified and quantified by external calibration using authentic standards, based on their retention times, UV absorbtion spectra (230 nm and 260 nm). Dibenzothiophene oxide standard was not commercially available the quantification of this compound was done using dibenzothiophene sulfone calibration curve. (0268) The peroxygenase oxidised dibenzothiophene yielding two products dibenzothiophene oxide and dibenzothiophene sulfone. TABLE 5 Comparison of dibenzothiophene oxide (DBT-SO) and dibenzothiophene sulfone (DBT-SO2) yields calculated at various pH. (30percent ACN; reaction time 1 min). pH DBT-SO (percent) DBT-SO2 (percent) 3.0 65.9 0.0 4.0 66.2 0.0 5.0 81.3 0.4 6.0 87.9 0.8 6.5 87.1 0.7 7.0 83.4 0.8 8.0 85.6 0.5 8.5 80.5 0.0 [table-us-00007-en] TABLE 6 Comparison of dibenzothiophene oxide (DBT-SO) and dibenzothiophene sulfone (DBT-SO2) yields calculated at various acetonitrile (ACN) concentrations (pH5.0; reaction time25 min). ACN DBT-SO DBT-SO2 (percent) (percent) (percent) 30 72.0 12.5 40 86.0 7.2 50 89.6 1.4 60 64.1 0.8 70 14.8 0.0 80 2.1 0.0
80% With tert.-butylhydroperoxide; [Mo2(O)4[2,2'-(1,3-phenylene)bis(4,5-dihydrooxazole-4,2-diyl)]dimethanol}(acac)2] In 1,2-dichloro-ethane for 1.5 h; Reflux General procedure: In a 25 mL round-bottom flask equipped with a magnetic stirring bar, a solution of sulfide (1 mmol), catalyst (6 mg, 0.008 mmol, 0.016 mmol Mo) in 1,2-dichloroethane (4 mL) was prepared. TBHP (2 mmol) was added to this solution and the reaction mixture was stirred under reflux conditions. The reaction progress was monitoredby TLC. After the reaction was completed, the isolation and purification of the products were done as described above.
75% With tert.-butylhydroperoxide; [Mo2(O)4[2,2'-(1,3-phenylene)bis(4,5-dihydrooxazole-4,2-diyl)]dimethanol}(acac)2] In 1,2-dichloro-ethane for 0.75 h; Reflux General procedure: In a 25 mL round-bottom flask equipped with a magnetic stirring bar, a solution of sulfide (1 mmol), catalyst (6 mg, 0.008 mmol, 0.016 mmol Mo) in 1,2-dichloroethane (4 mL) was prepared. TBHP (2 mmol) was added to this solution and the reaction mixture was stirred under reflux conditions. The reaction progress was monitoredby TLC. After the reaction was completed, the isolation and purification of the products were done as described above.

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