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Chemical Structure| 2943-42-2 Chemical Structure| 2943-42-2

Structure of 2943-42-2

Chemical Structure| 2943-42-2

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Product Details of [ 2943-42-2 ]

CAS No. :2943-42-2
Formula : C14H14O2S2
M.W : 278.39
SMILES Code : CC1=CC=C(S(=O)(SC2=CC=C(C)C=C2)=O)C=C1
MDL No. :MFCD00092126

Safety of [ 2943-42-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H312-H315-H319-H332-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 2943-42-2 ]

* 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 [ 2943-42-2 ]

[ 2943-42-2 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 933-00-6 ]
  • [ 2943-42-2 ]
  • [ 538-28-3 ]
  • [ 103-19-5 ]
  • [ 35469-22-8 ]
  • 2
  • [ 2943-42-2 ]
  • [ 538-28-3 ]
  • [ 103-19-5 ]
  • [ 35469-22-8 ]
  • 3
  • [ 2943-42-2 ]
  • [ 214360-70-0 ]
  • [ 42057-02-3 ]
YieldReaction ConditionsOperation in experiment
74.2% With N,N,N,N,-tetramethylethylenediamine; copper(II) sulfate; cesium fluoride; In methanol; at 50℃; for 24h;Inert atmosphere; General procedure: To a mixture of S-(4-(tert-butoxycarbonylamino)phenyl) 4-toluenethiosulfonate (2e) (94.8mg, 0.250 mmol, 1.0 equiv), copper sulfate (2.0 mg, 13 mumol, 5.0 mol %), and cesiumfluoride (77.2 mg, 0.508 mmol, 2.0 equiv) were added a solution of TMEDA (1.72 mg, 14.8mumol, 5.9 mol %) and phenylboronic acid pinacol ester (1c) (77.9 mg, 0.382 mmol, 1.5equiv) dissolved in MeOH (2.5 mL), and the mixture was stirred at 50 C for 24 h. Aftercooling to room temperature, the mixture was filtered through a pad of Celite, and then thefiltrate was concentrated under reduced pressure. To the residue was added EtOAc (20 mL)and the mixture was washed with aqueous saturated solution of sodium bicarbonate (20 mL ×2) and brine (20 mL), and then dried (Na2SO4). After filtration, the filtrate was concentratedunder reduced pressure. The residue was purified by preparative TLC (n-hexane/EtOAc =10/1) to give 4-(tert-butoxycarbonylamino)phenyl phenyl sulfide (3n) (61.9 mg, 0.205 mmol,82.2%) as a colorless solid. According to the procedure for preparing 4-(tert-butoxycarbonylamino)phenyl phenylsulfide (3n), 4-methoxycarbonylphenyl 4-tolyl sulfide (3a) (60.0 mg, 92.0%), 3-methoxyphenyl 4-tolyl sulfide (3b) (49.8 mg, 86.7%), phenyl 4-tolyl sulfide (3c) (40.1 mg,80.7%), 4-methoxyphenyl 4-tolyl sulfide (3d) (42.1 mg, 73.1%), 4-(dimethylamino)phenyl 4-tolyl sulfide (3e) (41.4 mg, 67.7%), 4-hydroxyphenyl 4-tolyl sulfide (3f) (36.0 mg, 66.5%), 4-bromophenyl 4-tolyl sulfide (3g) (62.8 mg, 91.0%), 2-bromophenyl 4-tolyl sulfide (3h) (62.8mg, 89.8%), 3-thienyl 4-tolyl sulfide (3i) (38.6 mg, 74.2%), (E)-2-(4-tolylthio)styrene (3j)(38.7 mg, 68.3%), diphenyl sulfide (3k) (34.0 mg, 72.8%), 4-methoxyphenyl phenyl sulfide(3l) (45.3 mg, 84.1%), 4-aminophenyl phenyl sulfide (3m) (5.0 mg, 50%), 4-chlorophenylphenyl sulfide (3o) (40.5 mg, 73.3%), 2-(benzamido)phenyl phenyl 4-toluenethiosulfonate(3p) (54.5 mg, 71.1%), 2-fluorophenyl phenyl 4-toluenethiosulfonate (3q) (40.9 mg, 80.6%),phenyl 3-thienyl sulfide (3r) (16.5 mg, 67.8%), and phenethyl phenyl sulfide (3s) (46.6 mg,86.5%) were prepared from the corresponding organoboronic acid pinacol esters 1 andthiosulfonates 2.
  • 4
  • [ 2943-42-2 ]
  • [ 10601-99-7 ]
  • 1-(4-methylphenylsulfanyl)-2-(3-carboxyphenyl)ethyne [ No CAS ]
  • 5
  • [ 1593-60-8 ]
  • [ 2943-42-2 ]
  • 6
  • [ 1593-60-8 ]
  • [ 106-45-6 ]
  • [ 2943-42-2 ]
  • 7
  • [ 618-89-3 ]
  • [ 2943-42-2 ]
  • methyl 3-bromo-2-(4-tolylthio)benzoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
70% General procedure: To a solution of <strong>[618-89-3]methyl 3-bromobenzoate</strong> (1a) (21.5 mg, 0.100 mmol) in THF (2.0 mL) was added lithiumdiisopropylamide (LDA) (1.0 M in THF, 0.150 mL, 0.15 mmol, 1.5 equiv) dropwise over 10 min at -78 C. Afterstirring for 45 min at the same temperature, S-(4-tolyl) 4-toluenethiosulfonate (4a) (39.0 mg, 0.140 mmol, 1.4equiv) was added to the mixture. After stirring for 10 min at the same temperature, the mixture was allowed towarm to room temperature. After stirring for 2 h at room temperature, to the mixture was added an aqueoussaturated NH4Cl solution (10 mL). The mixture was extracted with EtOAc (20 mL × 2). The combined organicextract was washed with brine (20 mL) and dried with Na2SO4. After filtration, the filtrate was concentrated underreduced pressure. The residue was purified by preparative TLC (CH2Cl2/n-hexane = 2/1) to give methyl 3-bromo-2-(4-tolylthio)benzoate (2a) (23.6 mg, 69.9 μmol, 70%) as a yellow oil.
 

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