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[ CAS No. 622-20-8 ]

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3d Animation Molecule Structure of 622-20-8
Chemical Structure| 622-20-8
Chemical Structure| 622-20-8
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Quality Control of [ 622-20-8 ]

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Product Details of [ 622-20-8 ]

CAS No. :622-20-8 MDL No. :MFCD00014085
Formula : C14H14S2 Boiling Point : -
Linear Structure Formula :- InChI Key :MHCVYAFXPIMYRD-UHFFFAOYSA-N
M.W :246.39 Pubchem ID :69317
Synonyms :

Calculated chemistry of [ 622-20-8 ]

Physicochemical Properties

Num. heavy atoms : 16
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.14
Num. rotatable bonds : 5
Num. H-bond acceptors : 0.0
Num. H-bond donors : 0.0
Molar Refractivity : 74.21
TPSA : 50.6 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -4.51 cm/s

Lipophilicity

Log Po/w (iLOGP) : 3.09
Log Po/w (XLOGP3) : 4.64
Log Po/w (WLOGP) : 4.57
Log Po/w (MLOGP) : 4.95
Log Po/w (SILICOS-IT) : 4.4
Consensus Log Po/w : 4.33

Druglikeness

Lipinski : 1.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -4.52
Solubility : 0.00751 mg/ml ; 0.0000305 mol/l
Class : Moderately soluble
Log S (Ali) : -5.43
Solubility : 0.000918 mg/ml ; 0.00000373 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -5.95
Solubility : 0.000276 mg/ml ; 0.00000112 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 2.5

Safety of [ 622-20-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313 UN#:N/A
Hazard Statements:H315-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 622-20-8 ]

* 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.

  • Downstream synthetic route of [ 622-20-8 ]

[ 622-20-8 ] Synthesis Path-Downstream   1~68

  • 1
  • [ 7205-91-6 ]
  • [ 622-20-8 ]
YieldReaction ConditionsOperation in experiment
With diethyl ether; iodine; magnesium
  • 3
  • [ 622-20-8 ]
  • 1,2-Bis(phenylsulfinyl)ethane [ No CAS ]
YieldReaction ConditionsOperation in experiment
99% With phthaloyl peroxide In dichloromethane at 25℃; for 8h; Schlenk technique; chemoselective reaction;
94% With air; poly-(2,4,6-tri(9H-carbazole-9-yl)-1,3,5-triazine) In methanol at 20℃; for 48h; Irradiation;
92% With dihydrogen peroxide In acetic acid at 20℃; for 24h;
92% With dihydrogen peroxide In acetic acid at 20℃; for 24h;
76% With dihydrogen peroxide; acetic acid In water at 0 - 20℃; for 8h;
70% With dihydrogen peroxide In acetic acid at 20℃;
With dihydrogen peroxide; acetic acid Trennen durch fraktionierte Krystallisation aus Toluol (es entstehen 2 stereoisomere Formen);

  • 4
  • [ 622-20-8 ]
  • [ 1822-73-7 ]
YieldReaction ConditionsOperation in experiment
52% With n-butyllithium In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide at -78℃; for 3h;
at 370℃; Pyrolysis;
  • 5
  • [ 16670-48-7 ]
  • [ 108-98-5 ]
  • [ 622-20-8 ]
  • [ 5535-49-9 ]
  • 6
  • [ 108-98-5 ]
  • [ 106-93-4 ]
  • [ 622-20-8 ]
YieldReaction ConditionsOperation in experiment
83% In methanol at 0 - 20℃; for 16h;
65% Stage #1: thiophenol With sodium hydroxide In methanol at 70℃; for 1h; Cooling with acetone-dry ice; Stage #2: ethylene dibromide In methanol at 70℃; for 1h; Cooling; 2.2.1. 3,7-Dithianonane (BETP) General procedure: Ethanethiol (30 mL, 400 mmol) was added dropwise to a saturatedsolution (50 mL) of NaOH in MeOH cooled in a dry-ice/acetone bath;the mixture was then stirred at 70 °C for 1 h, and then cooled againprior to dropwise addition of 1,3-dibromopropane (20.6 mL, 200 mmol)with stirring. After being warmed at 70 °C for 1 h, the solution waspoured into H2O (100 mL), and the oily, immiscible dithioether layerwas collected. The aqueous layer was extracted three times with Et2O(40 mL) portions, the organic residues being combined; the Et2O wasremoved by rotary evaporation, and the oily product was dried overMgSO4. Yield 21 g (64%).
With sodium hydroxide
With potassium hydroxide In ethanol Heating;
With potassium hydroxide 1.) EtOH, 2.) EtOH, a) RT, 2 h, b) reflux, 30 min; Multistep reaction;

  • 7
  • [ 108-98-5 ]
  • [ 74-86-2 ]
  • [ 622-20-8 ]
  • [ 1822-73-7 ]
YieldReaction ConditionsOperation in experiment
With nitrogen; zinc diacetate; butan-1-ol at 160℃;
With nitrogen; zinc diacetate; butan-1-ol at 160℃;
With nitrogen; zinc diacetate; butan-1-ol at 160℃;
  • 8
  • [ 930-69-8 ]
  • [ 106-93-4 ]
  • [ 622-20-8 ]
YieldReaction ConditionsOperation in experiment
With ammonia
  • 9
  • [ 622-20-8 ]
  • [ 34917-41-4 ]
  • [ 21461-90-5 ]
  • (rac)-1,2-bis(phenylsulfinyl)ethane [ No CAS ]
YieldReaction ConditionsOperation in experiment
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; potassium bromide In dichloromethane; water 0 deg C, 1 h,RT, 0.5 h;
  • 10
  • [ 622-20-8 ]
  • [ 21461-90-5 ]
  • (rac)-1,2-bis(phenylsulfinyl)ethane [ No CAS ]
YieldReaction ConditionsOperation in experiment
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite In dichloromethane; water oxidation with various oxidants;
1: 2 % Spectr. 2: 98 % Spectr. With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; potassium bromide In dichloromethane; water 0 deg C, 1 h, RT, 0.5 h;
With dihydrogen peroxide; acetic acid at 20℃; Title compound not separated from byproducts;
With dihydrogen peroxide In acetic acid at 20℃;
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0℃; for 0.5h; Inert atmosphere; optical yield given as %de; 4.3.1. General procedure for racemic oxidation for the development of chiral assays General procedure: Sulfide (1 equiv) was dissolved in CH2Cl2 (1 M) and the solution was cooled to 0 °C. mCPBA (3.05 equiv for tris-sulfides, 2.05 equiv for bis-sulfides; 74% by weight) was then added, and the reaction mixture was stirred at 0 °C for 30 min. The crude mixture was poured into brine and aqueous 1 M NaOH was added to basify. This mixture was extracted twice with CH2Cl2 and the organic extracts were dried over Na2SO4. The solvent was removed in vacuo. The homochiral diastereomer was isolated by preparative TLC. For ligands 7b-e, the meso diastereomer could not be removed by chromatography, but separation was achieved during HPLC analysis
With dihydrogen peroxide In acetic acid at 20℃; Inert atmosphere;

  • 13
  • [ 622-20-8 ]
  • [ 108-98-5 ]
  • [ 64148-07-8 ]
YieldReaction ConditionsOperation in experiment
With N-chloro-succinimide 1.) carbon tetrachloride, room temperature; Yield given. Multistep reaction;
  • 14
  • [ 108-98-5 ]
  • [ 107-06-2 ]
  • [ 622-20-8 ]
YieldReaction ConditionsOperation in experiment
93% With triethylamine at 80℃; for 24h; Inert atmosphere;
91% With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 150℃; for 0.333333h; microwave irradiation;
76% With silica gel at 20℃; for 14h;
With sodium 1.) ether, 12 h; 2.) ethanol, 2 h, reflux; Multistep reaction;

  • 15
  • [ 74-85-1 ]
  • [ 75-05-8 ]
  • [ 931-59-9 ]
  • [ 622-20-8 ]
  • [ 5535-49-9 ]
  • [ 2014-72-4 ]
  • [ 1822-73-7 ]
  • 16
  • [ 20451-53-0 ]
  • [ 622-20-8 ]
YieldReaction ConditionsOperation in experiment
In sulfuric acid; acetone at 30℃; electrolysis;
  • 17
  • [ 7205-91-6 ]
  • [ 630-19-3 ]
  • [ 3561-67-9 ]
  • [ 622-20-8 ]
  • [ 100-68-5 ]
  • 3,3-dimethyl-1-(phenylthio)butan-2-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
52% With naphthalene; lithium; manganese(ll) chloride In tetrahydrofuran for 6h; Heating; Yields of byproduct given;
  • 18
  • [ 74-85-1 ]
  • [ 882-33-7 ]
  • [ 622-20-8 ]
YieldReaction ConditionsOperation in experiment
72% With chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II) for 20h;
  • 19
  • [ 622-20-8 ]
  • [ 21461-90-5 ]
  • C14H14O2S2 [ No CAS ]
  • C14H14O2S2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With bis(acetylacetonate)oxovanadium; C18H20N2O4; dihydrogen peroxide In dichloromethane at 0℃; Title compound not separated from byproducts;
YieldReaction ConditionsOperation in experiment
77% In dichloromethane; acetonitrile for 4h; Ambient temperature; Irradiation;
  • 21
  • [ 108-98-5 ]
  • [ 622-20-8 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide
  • 22
  • [ 5535-49-9 ]
  • [ 108-88-3 ]
  • sodium [ No CAS ]
  • [ 74-85-1 ]
  • [ 622-20-8 ]
  • [ 930-69-8 ]
  • 23
  • [ 622-20-8 ]
  • [ 28045-36-5 ]
YieldReaction ConditionsOperation in experiment
With (S)-(-)-N-(3,5-di-tert-butylsalicylidene)-tert-lucinol; vanadyl acetylacetonate; dihydrogen peroxide In dichloromethane at 0℃;
  • 24
  • [ 107-06-2 ]
  • [ 882-33-7 ]
  • [ 622-20-8 ]
YieldReaction ConditionsOperation in experiment
66% Stage #1: diphenyldisulfane With sodium hydroxide; hydrazine hydrate at 90℃; Stage #2: 1,2-dichloro-ethane at 50℃; for 2h;
  • 25
  • [ 107-06-2 ]
  • [ 882-33-7 ]
  • [ 622-20-8 ]
  • [ 5535-49-9 ]
  • 26
  • [ 106-93-4 ]
  • [ 882-33-7 ]
  • [ 622-20-8 ]
YieldReaction ConditionsOperation in experiment
73% Stage #1: diphenyldisulfane With sodium hydroxide; hydrazine hydrate at 90℃; Stage #2: ethylene dibromide at 50℃; for 2h;
  • 27
  • [ 108-98-5 ]
  • [ 107-06-2 ]
  • [ 622-20-8 ]
  • [ 5535-49-9 ]
  • 28
  • [ 100-68-5 ]
  • [ 622-20-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: sulfuryl chloride; pentane 2: magnesium; iodine; diethyl ether
  • 29
  • [ 1193-82-4 ]
  • [ 622-20-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: thionyl chloride; dichloromethane 2: magnesium; iodine; diethyl ether
  • 30
  • [ 70423-99-3 ]
  • [ 622-20-8 ]
  • [ 105597-80-6 ]
YieldReaction ConditionsOperation in experiment
In benzene byproducts: (CH3)2SO; 303.2K; not isolated; UV (300-400 nm);
  • 31
  • [ 12107-04-9 ]
  • [ 59501-96-1 ]
  • [ 38117-54-3 ]
  • [ 3561-67-9 ]
  • [ 622-20-8 ]
  • [ 882-33-7 ]
  • lithium chloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 92% 2: 51% 3: 29% 4: 10% 5: 22% In tetrahydrofuran mixing reactants in THF at -78°C, slow warming to room temp.; evapn. in vac., extn. with pentane, ether and finally acetone or CH2Cl2, concn., chromy. on Al2O3, purifn. by crystn., distn. or sublimation;
  • 32
  • cis-(PtPh2(SMe2)2) [ No CAS ]
  • [ 622-20-8 ]
  • [ 105597-80-6 ]
YieldReaction ConditionsOperation in experiment
In benzene byproducts: (CH3)2S; at 303.2K; not isolated, monitored by UV (300-400 nm);
In dichloromethane ligand added to cond. soln. of complex; pptn., IR, 1H-NMR;
  • 33
  • sodium tetrachloropalladate(II) [ No CAS ]
  • [ 622-20-8 ]
  • [ 21215-89-4 ]
YieldReaction ConditionsOperation in experiment
79% In water; acetone for 12h;
78% In ethanol; dichloromethane mixing soln. of Na2PdCl4 (in EtOH) and ligand (in CH2Cl2), refluxing (3 h); concn., filtration, washing (EtOH, ether), drying (vac.); elem. anal.;
  • 34
  • [ 14220-64-5 ]
  • [ 622-20-8 ]
  • [ 21215-89-4 ]
YieldReaction ConditionsOperation in experiment
74% In acetone N2-atmosphere; slow addn. of Pd-complex to soln. of dithioether, stirring (20 min, pptn.); filtration, washing (acetone), drying (vac.); elem. anal.;
  • 35
  • cyclopentadienyldicarbonyl(tetrahydrofuran)iron(II) tetrafluoroborate [ No CAS ]
  • [ 622-20-8 ]
  • {(C5H5Fe(CO)2)2(μ-C6H5SCH2CH2SC6H5)}(BF4)2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
95% In dichloromethane byproducts: THF; (Ar), organic compound added to soln. of Fe-complex (molar ratio: 1/2), stirred for 12h (room temp.); pptd., filtered, washed with ether and petroleum ether, dried (vacuum), elem. anal.;
  • 36
  • acethylacetonato(1,5-cyclooctadiene)rhodium(I) [ No CAS ]
  • [ 622-20-8 ]
  • Rh{(C6H5)S(CH2)2S(C6H5)}(C7H8)(1+)*BF4(1-) = Rh{(C6H5)S(CH2)2S(C6H5)}(C7H8)BF4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With trityl tetrafluoroborate In dichloromethane to a soln. of Rh complex in CH2Cl2, a soln. of the appropriate amt. of PhS(CH2)2SPh is added at 0°C; soln. concd. in vac., addn. of Et2O, compd. sepd.; recrystd. from dichloromethane/ether;
  • 37
  • ruthenium(III) chloride trihydrate [ No CAS ]
  • [ 622-20-8 ]
  • [ 32648-33-2 ]
YieldReaction ConditionsOperation in experiment
62% In 2-methoxy-ethanol refluxed (2 h); cooled to 0°C; filtered off;
  • 38
  • [ 59501-96-1 ]
  • [(η(5)-cyclopentadienyl)Fe(CO)(P(OPh)3)(Cl)] [ No CAS ]
  • [ 38117-54-3 ]
  • [ 3561-67-9 ]
  • [ 622-20-8 ]
  • [ 882-33-7 ]
  • lithium chloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 95% 2: 43% 3: 30% 4: 25% 5: 31% In tetrahydrofuran mixing reactants in THF at -78°C, slow warming to room temp. / further products; evapn. in vac., extn. with pentane, ether and finally acetone or CH2Cl2, concn., chromy. on Al2O3, purifn. by crystn., distn. or sublimation;
  • 39
  • ruthenium trichloride hydrate [ No CAS ]
  • [ 622-20-8 ]
  • [ 32648-33-2 ]
YieldReaction ConditionsOperation in experiment
With hypophosphorous acid In 2-methoxy-ethanol all manipulations under N2; adding PhSCH2CH2SPh to a soln. of RuCl3*nH2O, refluxing (2 h), adding hypophosphorous acid after 1 h of reflux; evapg. (vac.), extg. (CH2Cl2), pptn. (adding Et2O);
  • 40
  • tetrafluoroboric acid [ No CAS ]
  • ruthenium(III) bromide hydrate [ No CAS ]
  • [ 622-20-8 ]
  • [ 146524-01-8 ]
YieldReaction ConditionsOperation in experiment
44% With hypophosphorous acid; Br2 In further solvent(s) refluxed RuBr3*99H2O and ligand (2-methoxyethanol, 2 h, N2), added H2PO3, refluxed (1 h), evapg. (vac.), extg. (CH2Cl2), pptn. (Et2O), suspg. (EtOH, 40% HBF4, adding Br2 (5% v/v) in CCl4) until an excess of Br2 was observed, stirred (15 min); filtering, washing (Et2O), drying (vac.); elem. anal.;
  • 41
  • cyclopentadienyldicarbonyl(tetrahydrofuran)iron(II) tetrafluoroborate [ No CAS ]
  • [ 622-20-8 ]
  • C6H5S(CH2)2S(C6H5)Fe(CO)2C5H5(1+)*BF4(1-) = C6H5S(CH2)2S(C6H5)Fe(CO)2C5H5BF4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
83% In dichloromethane byproducts: THF; (Ar), organic compound added to soln. of Fe-complex, stirred for 3h (room temp.); filtered, concd. (vacuum), filtered into ether/petroleum ether (2/1), ppt. washed with ether and petroleum ether, dried (vacuum), elem. anal.;
  • 42
  • [ 51921-56-3 ]
  • [ 622-20-8 ]
  • [ 104975-56-6 ]
YieldReaction ConditionsOperation in experiment
85% In dichloromethane dropwise addn. of a CH2Cl2 soln. of the ethane to a CH2Cl2 soln. of the Pt complex with stirringreflux, 2 h, pptn.; filtration, washing (cold methanol, twice diethyl ether), drying under reduced pressure, elem. anal.;
  • 43
  • ruthenium(III) bromide hydrate [ No CAS ]
  • [ 622-20-8 ]
  • [ 32801-99-3 ]
YieldReaction ConditionsOperation in experiment
With hypophosphorous acid In 2-methoxy-ethanol all manipulations under N2; adding PhSCH2CH2SPh to a soln. of RuBr3*nH2O, refluxing (2 h), adding hypophosphorous acid after 1 h of reflux; evapg. (vac.), extg. (CH2Cl2), pptn. (adding Et2O);
  • 44
  • [ 10025-99-7 ]
  • [ 622-20-8 ]
  • [ 104975-56-6 ]
YieldReaction ConditionsOperation in experiment
65% In ethanol; dichloromethane; water mixing aq. K2PtCl4 with ligand (in CH2Cl2), EtOH addn., heating (4 h); concn.; elem. anal.;
  • 45
  • [ 75687-25-1 ]
  • [ 622-20-8 ]
  • (Os(C6H5SCH2CH2SC6H5)1.5Cl3)2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
50% In 2-ethoxy-ethanol suspn. (Os(PhSCH2CH2SPh)Cl4) in EtOC2H4OH refluxed with excess ligand for 3-5 days; mixt. filtered hot, filtrate concd. , Et2O added dropwise, product filtered off, washed with Et2O and dried; elem. anal.;
  • 46
  • [Pt(Ph)2(Et2S)]2 [ No CAS ]
  • [ 622-20-8 ]
  • [ 105597-80-6 ]
YieldReaction ConditionsOperation in experiment
95% In dichloromethane addn. of stoichiometric amount of the ligand to the soln. of Pt(II) complex; pptn. with Et2O or n-hexane, cooling to -30 ° C, filtration, washing (n-hexane), air drying, elem. anal.;
  • 47
  • [ 102349-56-4 ]
  • [ 622-20-8 ]
  • [ 156916-23-3 ]
YieldReaction ConditionsOperation in experiment
73% In dichloromethane under N2; to a soln. of the Mo complex in CH2Cl2 was added the ligand, stirred for 2 h; solvent was removed in vac., redissolved in CH2Cl2, filtered, vol. was reduced, cooled to -17°C for 24 h; elem. anal.;
  • 48
  • [ 102382-37-6 ]
  • [ 622-20-8 ]
  • [ 156916-24-4 ]
YieldReaction ConditionsOperation in experiment
52% In dichloromethane under N2; to a soln. of the W-complex in CH2Cl2 was added the ligand, stirred for 2 h; solvent was removed in vac., redissolved in CH2Cl2, filtered, vol. was reduced, cooled to -17°C for 24 h; elem. anal.;
  • 49
  • [ 102382-37-6 ]
  • [ 622-20-8 ]
  • [ 156916-29-9 ]
YieldReaction ConditionsOperation in experiment
60% In dichloromethane under N2; to a soln. of the W-complex in CH2Cl2 was added the ligand, stirred for 3 h; solvent was removed in vac., redissolved in CH2Cl2, filtered, solvent was removed in vac., washed with ether; elem. anal.;
  • 50
  • [ 59501-96-1 ]
  • [ 84430-52-4 ]
  • [ 102-54-5 ]
  • [ 3561-67-9 ]
  • [ 622-20-8 ]
  • [ 882-33-7 ]
  • lithium chloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 98% 2: 27% 3: 25% 4: 38% 5: 27% In tetrahydrofuran mixing reactants in THF at -78°C, slow warming to room temp. / further products; evapn. in vac., extn. with pentane, ether and finally acetone or CH2Cl2, concn., chromy. on Al2O3, purifn. by crystn., distn. or sublimation;
  • 51
  • chloro(cyclo-octa-1,5-diene)hydrido[hydrogenbis(diphenylphosphinito)]iridium(III) [ No CAS ]
  • [ 622-20-8 ]
  • [1,2-bis(phenylthio)ethane]chlorohydrido[hydrogenbis(diphenylphosphinito)]iridium(III) [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% In chloroform Ir-complex in CHCl3 was treated with ligand, shaken for 4 h, light petroleum was added; concd., recrystd. from CHCl3-ligh petroleum, washed with light petroleum, Et2O, dried in vac. at 60°C; elem. anal.;
  • 52
  • [C6H5S(O)CHC6H5](1-)*Li(1+)=[C6H5S(O)CHC6H5]Li [ No CAS ]
  • [ 12100-38-8 ]
  • [ 38117-54-3 ]
  • [ 3561-67-9 ]
  • [ 622-20-8 ]
  • [ 882-33-7 ]
  • lithium chloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 91% 2: 52% 3: 22% 4: 25% 5: 36% In tetrahydrofuran mixing reactants in THF at -78°C, slow warming to room temp. / further products; evapn. in vac., extn. with pentane, ether and finally acetone or CH2Cl2, concn., chromy. on Al2O3, purifn. by crystn., distn. or sublimation;
  • 53
  • [ 59501-96-1 ]
  • [ 12100-38-8 ]
  • [ 38117-54-3 ]
  • [ 3561-67-9 ]
  • [ 622-20-8 ]
  • [ 882-33-7 ]
  • lithium chloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 94% 2: 63% 3: 31% 4: 27% 5: 33% In tetrahydrofuran mixing reactants in THF at -78°C, slow warming to room temp. / further products; evapn. in vac., extn. with pentane, ether and finally acetone or CH2Cl2, concn., chromy. on Al2O3, purifn. by crystn., distn. or sublimation;
  • 54
  • [ 67969-82-8 ]
  • [ 1271-28-9 ]
  • [ 622-20-8 ]
  • [ 83201-96-1 ]
YieldReaction ConditionsOperation in experiment
94% In nitromethane under Ar, Cp2Ni and (PhSCH2)2 in MeNO2 treated with HBF4*Et2O at -30°C; cold ether added, solid purified by decantation and washing with cold ether, dried in vac. at -30°C and room temp.; elem. anal.;
  • 55
  • [ 14104-20-2 ]
  • [ 622-20-8 ]
  • [ 171742-83-9 ]
YieldReaction ConditionsOperation in experiment
75% In acetone N2-atmosphere; addn. of 2 equiv. of ligand to Ag-salt; evapn., trituration with ice-cold pentane, washing (pentane, Et2O), drying (vac.); elem. anal.;
  • 56
  • [ 622-20-8 ]
  • [ 7787-60-2 ]
  • 2Bi(3+)*6Cl(1-)*C6H5S(CH2)2SC6H5=Bi2Cl6(C6H5S(CH2)2SC6H5) [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% In acetonitrile solid was filtered off, washed with CH2Cl2 and dried in vac.; elem. anal.;
  • 57
  • [ 622-20-8 ]
  • [ 7550-45-0 ]
  • [ 16903-79-0 ]
YieldReaction ConditionsOperation in experiment
85% In hexane (N2); TiCl4 added to soln. of PhS(CH2)2SPh at room temp.; ppt. filtered (vac.), washed (hexane), dried (vac.); elem. anal.;
  • 58
  • [ 622-20-8 ]
  • [ 7787-58-8 ]
  • 2Bi(3+)*6Br(1-)*C6H5S(CH2)2SC6H5=Bi2Br6(C6H5S(CH2)2SC6H5) [ No CAS ]
YieldReaction ConditionsOperation in experiment
54% In acetonitrile solid was filtered off, washed with CH2Cl2 and dried in vac.; elem. anal.;
  • 59
  • [Mo(η(3)-C3H5)(CO)2(NCCH3)Cl] [ No CAS ]
  • [ 622-20-8 ]
  • [Mo(η(3)-C3H5)(CO)2(C6H5SCH2CH2SC6H5)][PF6] [ No CAS ]
YieldReaction ConditionsOperation in experiment
50% In acetone under Ar using Schlenk techniques; mixt. stirred for 3 h; solvent evapd. to dryness; residue washed (pentane) at -70°C; as oil at room temp.;
  • 60
  • [ 67969-82-8 ]
  • [(η(5)-indenyl)Mo(η(3)-C3H5)(CO)2] [ No CAS ]
  • [ 622-20-8 ]
  • [ 206995-29-1 ]
YieldReaction ConditionsOperation in experiment
95% In dichloromethane Ar-atmosphere; stirring soln. of equimolar amts. of Mo-complex and HBF4 for 10 min, addn. of excess of PhSCH2CH2SPh, stirring for 1 h at room temp.; concn., pptn. on addn. of ether, recrystn. (CH2Cl2:Et2O); elem. anal.;
  • 61
  • [ 14100-30-2 ]
  • [ 622-20-8 ]
  • [ 210531-00-3 ]
YieldReaction ConditionsOperation in experiment
55% In dichloromethane (protection from light); stirring (room temp., 48 h); concn. (vac.), pptn. with ice-cold light petroleum, filtration, recrystn. (CH2Cl2/light petroleum); elem. anal.;
  • 62
  • [ 14879-42-6 ]
  • [ 622-20-8 ]
  • [ 98201-33-3 ]
YieldReaction ConditionsOperation in experiment
77% In dichloromethane (protection from light); reflux (18 h); concn. (vac.), pptn. with light petroleum, filtration, recrystn. (CH2Cl2/light petroleum); elem. anal.;
  • 63
  • [ 14516-54-2 ]
  • [ 622-20-8 ]
  • [ 98220-08-7 ]
YieldReaction ConditionsOperation in experiment
80% In dichloromethane (protection from light); reflux (ca. 6 h); concn. (vac.), pptn. with light petroleum, filtration, recrystn. (CH2Cl2/light petroleum); elem. anal.;
  • 64
  • [ 681457-88-5 ]
  • [ 622-20-8 ]
  • [ 681294-46-2 ]
YieldReaction ConditionsOperation in experiment
73% In dichloromethane all manipulations under dry N2; org. compd. added to soln. of Pd compd.,stirred at room temp. for 5 h; hexane added, concd., washed with hexane, dried in vac., recrystd, from CH2Cl2/hexane, elem. anal.;
  • 65
  • [ 622-20-8 ]
  • [ 7646-78-8 ]
  • [ 16903-78-9 ]
YieldReaction ConditionsOperation in experiment
77% In chloroform (N2); filtration, rinsing (CHCl3), drying (vac.); elem. anal.;
  • 66
  • [Pt2((COMe)2H)2(μ-Cl)2] [ No CAS ]
  • [ 622-20-8 ]
  • [ 705265-87-8 ]
YieldReaction ConditionsOperation in experiment
35% In tetrahydrofuran (Ar); addn. of ligand to a suspn. of platinum complex in THF at -40°C, warming to room temp.; concn., addn. of Et2O, stirring for 2 d, filtration, washing with Et2O, drying in vac.; elem. anal.;
  • 67
  • [ 801319-55-1 ]
  • [ 622-20-8 ]
  • [ 801319-71-1 ]
YieldReaction ConditionsOperation in experiment
33% In toluene under dry N2, Schlenk setup, ligand (0.065 mmol) added to metal complex (0.05 mmol), refluxed for 5 h; filtered (dry Celite), evapd. (vac.), residue washed (hexane), dried (vac.), recrystd. (toluene/hexane), elem. anal.;
  • 68
  • [ 105059-21-0 ]
  • [ 622-20-8 ]
  • [ 209851-01-4 ]
YieldReaction ConditionsOperation in experiment
45% In dichloromethane N2-atmosphere; stirring (2 h); filtering, evapn. (vac.), recrystn. (CH2Cl2, -15°C); elem. anal.;
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