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Chemical Structure| 17932-23-9 Chemical Structure| 17932-23-9

Structure of 17932-23-9

Chemical Structure| 17932-23-9

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Product Details of [ 17932-23-9 ]

CAS No. :17932-23-9
Formula : C20H14Se2
M.W : 412.25
SMILES Code : C1([Se][Se]C2=CC=C3C=CC=CC3=C2)=CC=C4C=CC=CC4=C1

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Application In Synthesis of [ 17932-23-9 ]

* 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 [ 17932-23-9 ]

[ 17932-23-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 17932-23-9 ]
  • [ 40724-47-8 ]
  • 4-((naphthalen-2-ylselanyl)methyl)benzenesulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
70% General procedure: NaBH4 (0.60 mmol, 3.0 eq.) was portionwise added to a solution of diselenides 4a-b (0.20 mmol, 1.0 eq.) in EtOH (5 mL) at room temperature under inert atmosphere (N2). After 30 min, sulphonamide 6 (0.40 mmol, 2.0 eq.) was slowly added and the reaction mixture was stirred at room temperature for 3 h, until complete consumption of the starting material was observed by TLC. The reaction was quenched by addition of saturated aq. NH4Cl (4 mL) and diluted with EtOAc (5 mL). The layers were separated and the aqueous layer was extracted with EtOAc (2 x 5 mL), dried over Na2SO4, filtered and concentrated under vacuum. The crude material was purified by flash chromatography (hexane/EtOAc 1:1) to yield selenides 7a-b. 4.1.5. 4-((naphthalen-2-ylselanyl)methyl)benzenesulfonamide 7b. Following the general procedure, 1,2-di(naphthalen-2-yl)diselenide 4b (83 mg, 0.20 mmol) and <strong>[40724-47-8]4-(bromomethyl)benzenesulfonamide</strong> 6 (100 mg, 0.40 mmol) gave after flash chromatography (hexane/EtOAc 1:1) 7b (215 mg, 70percent). 1H NMR (400 MHz, DMSO-d6) delta (ppm): 8.07 (1H, s), 7.89-7.84 (3H, m), 7.72 (2H, d, J = 8.41 Hz), 7.66-7.64 (2H, m), 7.56-7.51 (3H, m), 7.31 (2H, bs, NH2, exchange with D2O), 4.45 (2H, s). 13C NMR (100 MHz, DMSO?d6) delta (ppm): 144.2, 143.3, 134.4, 132.6, 131.1, 130.4, 130.1, 129.3, 128.6, 128.4, 128.0, 127.6, 127.0, 126.6, 30.5. 77Se NMR (76 MHz, DMSO?d6) delta (ppm): 375.9. MS (ESI negative) m/z: 376.1 [M-H]-.
 

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