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Chemical Structure| 1611489-35-0 Chemical Structure| 1611489-35-0

Structure of 1611489-35-0

Chemical Structure| 1611489-35-0

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Product Details of [ 1611489-35-0 ]

CAS No. :1611489-35-0
Formula : C13H7BrN2S
M.W : 303.18
SMILES Code : BrC1=CC2=C(C=C1)SC3=NC4=CC=CC=C4N32

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Application In Synthesis of [ 1611489-35-0 ]

* 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 [ 1611489-35-0 ]

[ 1611489-35-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 870119-58-7 ]
  • [ 1611489-35-0 ]
  • 2-(3-carbazol-9-ylphenyl)benzimidazolo[2,1-b][1,3]benzothiazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
21% 2.00 g (4.66 mmol) 2-bromo-9-iodo-benzimidazolo[2,1-b][1 ,3]benzothiazole, 2.04 g (6.99 mmol) (2,4,6-triisopropylphenyl)boronic acid, 3.96 g (18.6 mmol) potassium phosphate tribasic in 80 ml toluene, 15 ml dioxane and 15 ml water are degased with argon. 340 mg (0.84 mmol) 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl (sPhos) and 213 mg (0.23 mmol) tris(dibenzylidenaceton)dipalladium(0) (Pd2(dba)3) are added. The reaction mixture is degased with argon and stirred at 110 C for 27 h under argon. 40 ml 1 % sodiumcyanide solution is added to the reaction mixture and the reaction mixture is refluxed for 1 h. Water is added and the water phase is extracted with dichloromethane. The organic phase is dried with magnesium sulfate and the solvent is destilled off. The product is filtered on silica gel with dochloromethan. The product is decocted with methanol (yield: 1.89 g (65 %)). 1H NMR (400 MHz, [D6]DMSO): delta 8.47-8.49 (m, 2 H), 8.09 (d, J = 8.1 Hz, 1 H), 7.77 (d, J= 8.2 Hz, 1 H), 7.18 (dd, J = 1.4 Hz, J= 8.1 Hz, 1 H), 7.12 (dd, J= 1.4 Hz, J= 8.26 Hz, 2H), 7.06 (s, 2H), 7.04 (s, 1 H), 2.85-2.91 (m, 2H), 2.47-2.55 (m, superimposed), 1.21 (d, J= 6.9 Hz, 12H), 1.00-1.04 (m, 24H). MS (APCI(pos), m/z): 629 (M+1). The synthesis of 9-[3-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl]carbazole is described in Chem. Mater. 20 (2008) 1691-1693. 2-(3-carbazol-9-ylphenyl)benzimidazolo[2,1-b][1,3]benzothiazole is prepared in analogy to Example 6 starting from 2-bromo-9-iodo-benzimidazolo[2,1-b][1,3]benzothiazole and <strong>[870119-58-7]9-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbazole</strong>. Palladium acetate is used instead of tris(dibenzylidenaceton)dipalladium(0) (Pd2(dba)3) (yield: 330 mg (21 %)). 1 H NMR (400 MHz, [D6]DMSO): delta 8.52-8.56 (m, 2H), 8.30 (s, 1 H), 8.28 (s, 1 H), 8.18-8.21 (m, 2H), 8.08 (d, J= 7.8 Hz, 1 H), 7.83-7.90 (m, 2H), 7.70-7.77 (m, 2H), 7.305-7.54 (m, 8H)
 

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