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Chemical Structure| 1210469-11-6 Chemical Structure| 1210469-11-6

Structure of 1210469-11-6

Chemical Structure| 1210469-11-6

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Product Details of [ 1210469-11-6 ]

CAS No. :1210469-11-6
Formula : C22H14BrN
M.W : 372.26
SMILES Code : BrC1=CC2=C(N(C3=CC=CC=C3)C4=C2C5=CC=CC=C5C=C4)C=C1
MDL No. :MFCD26390974
InChI Key :BCEMVHZPTKWHDZ-UHFFFAOYSA-N
Pubchem ID :58410602

Safety of [ 1210469-11-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Application In Synthesis of [ 1210469-11-6 ]

* 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.

  • Downstream synthetic route of [ 1210469-11-6 ]

[ 1210469-11-6 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 1698-16-4 ]
  • [ 108-90-7 ]
  • [ 1210469-11-6 ]
YieldReaction ConditionsOperation in experiment
With 18-crown-6 ether; copper; potassium carbonate; at 180℃; for 12h; 9.2 g (31.0 mmol) of Compound 2-1, 2.0 g (31.0 mmol) of Cu, 0.4 g (1.6 mmol) of 18-crown-6, 12.8 g (93.2 mmol) of K2CO3, and 100 mL of 1,2-dichlorobenzen were mixed and stirred under reflux to 180 for 12 hours. The reaction mixture was cooled to room temperature, vacuum distilled, extracted with dichloromethane and then washed with distilled water, followed by performing drying with MgSO4, vacuum distillation, and column separation, thus obtaining 7.6 g (20.4 mmol) of Compound 2-2.
  • 2
  • [ 1698-16-4 ]
  • [ 591-50-4 ]
  • [ 1210469-11-6 ]
YieldReaction ConditionsOperation in experiment
76% With dipotassium hydrogenphosphate; copper(l) iodide; ethylenediamine; In toluene; at 120℃; for 24h; Preparation of compound 3-4 [150] After adding compound 3-3 (20 g, 6.5 mmol), iodobenzene (15 mL, 135 mmol), CuI (6.4 g, 33.6 mmol), ethylenediamine (2.3 mL, 33.6 mmol) and K2PO4 (43 g, 202.5 mmol) to a flask and dissolving the reaction mixture by adding toluene (300 mL), the reaction mixture was stirred for 24 hours at 120C. After completing the reaction, the organic layer was extracted EA and was dried with MgSO4 to remove the remaining moisture. The obtained organic layer was separated through column to obtain compound 3-4 (19 g, 76 %).
70% With copper(l) iodide; caesium carbonate; ethylenediamine; In toluene; at 120℃; for 5h; After dissolving 10-bromo-7H-benzo[cjcarbazole (26 g, 87.79 mmol), iodobenzene (12 mL, 105.35mmol), CuT (8.4 g, 43.89 mmol), ethylene diamine(EDA) (3 mL, 43.89 mmol), and Cs2CO3 (85 g, 263.37 mmol) in toluene (500 mL) of a flask, the mixture was under reflux at 120C for 5 hours. After completion of the reaction, the mixture was extracted with ethyl acetate. The remaining moisture was removed from the obtained organic layer with magnesium sulfate. The product was dried, and purified by column chromatography to obtain compound 1-1 (18 g, yield: 70%).
70% With copper(l) iodide; ethylenediamine; In toluene; at 120℃; for 5h; The flask was charged with 10-bromo-7H-benzo [c] carbazole(26 g, 87.79 mmol), iodobenzene (12 mL, 105.35 mmol),CuI (8.4 g, 43.89 mmol), Ethylenediamine (EDA) (3 mL, 43.89 mmol),Cs2CO3 (85 g, 263.37 mmol)And 500 mL of toluene, and the mixture was refluxed at 120 C for 5 hours.After the reaction was completed, the organic layer was extracted with ethyl acetate, and magnesium sulfateTo remove residual water, dried and separated into a column to obtain Compound 1-1 (18 g, yield: 70%).
53% With copper(l) iodide; caesium carbonate; ethylenediamine; In toluene; for 24h;Reflux; Preparation of Compound 7-2 [195] Compound 7-1 (30g, 0.10mol), iodobenzene (22.6mL, 0.20mmol), CuI (9.6g, 0.05mol), Cs2CO3 (99g, 0.030mol), and EDA (13.7mL, 0.20mol) were added to toluene 500mL and stirred under reflux for 24 hours. The mixture was extracted with EA, distilled under reduced pressure and column separated using MC/Hex, yielding Compound 7-2 (20g, 53%).
37% With potassium phosphate; copper(l) iodide; ethylenediamine; In toluene; for 5h;Reflux; Inert atmosphere; Under nitrogen atmosphere, 10-bromo-7H-benzo [c] carbazole (16.0 g), iodobenzene (22.0 g), copper (I) iodide (5.14 g), ethylenediamine (6.4 9 g), phosphorus A mixture of tripotassium acid (22.9 g) and toluene (100 mL) And refluxed for 5 hours. The reaction solution was cooled to room temperature, extracted with toluene, the toluene layer was washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography and recrystallization to obtain the objective 10-bromo-7-phenylbenzo [c] carbazole (7.52 g: yield 37%)

  • 3
  • [ 108-86-1 ]
  • [ 1698-16-4 ]
  • [ 1210469-11-6 ]
YieldReaction ConditionsOperation in experiment
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate; In toluene; at 100℃; for 8h; General procedure: After adding the appropriate amounts of Sub 7-2 (1 equivalent), Sub 3-2 (1 equivalent) and toluene to the round flask, Pd2 (dba) 3 (0.05 equivalent)(t-Bu) 3P (0.1 eq.) and NaOt-Bu (3 eq.), respectively. The mixture was stirred at 100 C for 8 hours and then refluxed. After extraction with MC and water, the organic layer is dried with MgSO 4 and concentrated. The resulting organic material is purified by silicagel column and recrystallized to obtain the product.
 

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