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[ CAS No. 859745-06-5 ] {[proInfo.proName]}

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Chemical Structure| 859745-06-5
Chemical Structure| 859745-06-5
Structure of 859745-06-5 * Storage: {[proInfo.prStorage]}
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Product Details of [ 859745-06-5 ]

CAS No. :859745-06-5 MDL No. :MFCD32068124
Formula : C21H12ClN Boiling Point : -
Linear Structure Formula :- InChI Key :KXAUQHJDRHPCPU-UHFFFAOYSA-N
M.W : 313.78 Pubchem ID :126705430
Synonyms :

Safety of [ 859745-06-5 ]

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

Application In Synthesis of [ 859745-06-5 ]

* 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 [ 859745-06-5 ]

[ 859745-06-5 ] Synthesis Path-Downstream   1~9

  • 1
  • [ 50405-28-2 ]
  • [ 859745-06-5 ]
YieldReaction ConditionsOperation in experiment
With trichlorophosphate
  • 2
  • [ 859745-06-5 ]
  • [ 108-95-2 ]
  • 7-phenoxy-dibenz[<i>c,h</i>]acridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide at 180℃;
  • 3
  • [ 859745-06-5 ]
  • 14<i>H</i>-dibenz[<i>c,h</i>]acridin-7-one-imine [ No CAS ]
  • 7-phenoxy-dibenz[<i>c,h</i>]acridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
With phenol at 180℃;
  • 4
  • [ 948-03-8 ]
  • [ 859745-06-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: ethanolic sodium ethylate 2: <300 3: phosphoryl chloride
  • 5
  • [ 50495-91-5 ]
  • [ 859745-06-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: <300 2: phosphoryl chloride
  • 6
  • [ 859745-06-5 ]
  • 4,6-diphenyl-2-[3-(3-pyridyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,3,5-triazine [ No CAS ]
  • C47H29N5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
82% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water for 5h; Inert atmosphere; Reflux; 4-1 (4-1) Synthesis of Compound Synthesis was conducted in the same manner as in the synthesis of compound (1), except that 7-chiorodibenzo [c,h]acridine was used instead of 1O-bromobenzo[g] chrysene in the synthesis of compound (1), whereby compound (4) was obtained. The yield was 82%. As a result of mass spectrometry, the compound was found to have a mle of 663, and was identified to be the above compound (4) (Exact mass: 663.24).
  • 7
  • [ 1060735-14-9 ]
  • [ 859745-06-5 ]
  • 7-(9′-phenyl-9H,9′H-[3,3′-bicarbazol]-9-yl)dibenzo[c,h]acridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
52% Stage #1: 9-phenyl-3,3'-bicarbazole With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 2h; Inert atmosphere; Stage #2: 7-chlorodibenzo[c,h]acridine In N,N-dimethyl-formamide at 110℃; for 4h; Inert atmosphere; 7-(9′-phenyl-9H,9′H-[3,3′-bicarbazol]-9-yl)dibenzo[c,h]acridine (Compound 6) A flask was flushed with nitrogen and charged with sodium hydride (616 mg, 25.7 mmol) and anhydrous dimethylformamide (135 mL). The suspension was stirred at 0° C. for 30 minutes. Then 9-phenyl-9H,9′H-3,3′-bicarbazole (10.0 g, 24.5 mmol) was added portionwise and the reaction mixture was stirred at room temperature for 90 minutes. 7-chlorodibenzo[c,h]acridine (8.5 g, 26.9 mmol) was added and the reaction mixture was stirred at 110° C. for 4 hours. The reaction was quenched with methanol (100 mL) and the precipitate formed was filtered and washed with methanol. The obtained solid was dissolved in chloroform/toluene 1/1 (500 mL) and filtered through a pad of silica gel. After rinsing with additional chloroform/toluene 1/1, the filtrate was concentrated under reduced pressure and the suspension was stirred at room temperature overnight. The obtained precipitate was collected by suction filtration and washed with toluene. The crude solid was dissolved in hot THF, ethanol was slowly added and the suspension was stirred overnight at room temperature. The precipitate was collected by suction filtration and further purified by column chromatography (eluting with dichloromethane/hexane 1/3 to pure dichloromethane at the end). The solid was dissolved in hot THF, ethanol was slowly added and the suspension was stirred overnight at room temperature, then solid was filtered. After drying, 8.8 g (52%) of a solid were obtained. Final purification was achieved by sublimation. HPLC/ESI-MS: 100%, m/z=686 ([M+H]+).
  • 8
  • [ 859745-06-5 ]
  • 9-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole-3-carbonitrile [ No CAS ]
  • 9-(3-(dibenzo[c,h]acridin-7-yl)phenyl)-9H-carbazole-3-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
91% With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 95℃; for 16h; Inert atmosphere; 9-(3-(dibenzo[c,h]acridin-7-yl)phenyl)-9H-carbazole-3-carbonitrile (Compound 5) A flask was flushed with nitrogen and charged with 7-chlorodibenzo[c,h]acridine (12 g, 38.4 mmol), 9-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole-3-carbonitrile (15.9 g, 40 mmol), Pd(PPh3)4(1.3 g, 1.15 mmol), and K2CO3 (15.9 g, 115 mmol). A mixture of deaerated 1,4-dioxane/water (3:1, 240 mL) was added and the reaction mixture was heated to 95° C. under a nitrogen atmosphere for 16 h. After cooling down to room temperature, the formed precipitate was collected by suction filtration and washed with 1,4-dioxane, water and methanol. The obtained solid was dissolved in hot dichloromethane and filtered through a pad of silica gel. After rinsing with additional hot dichloromethane, the filtrate was concentrated under reduced pressure and n-hexane was added. The obtained precipitate was collected by suction filtration and washed with n-hexane. After drying, 19.2 g (91%) of a pale yellow solid were obtained. HPLC/ESI-MS: 100%, m/z=546 ([M+H]+).
  • 9
  • [ 859745-06-5 ]
  • C24H24BN3O2 [ No CAS ]
  • C39H24N4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
52% With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 80℃; Inert atmosphere; General procedure: General method: A flask was flushed with nitrogen and charged with both starting materials (cf. Table 1) in a 1:1 ratio. The organic solvent was added and the mixture was de-aerated. A second flask was charged with the base and water and was de-aerated as well. The aqueous base was added to the starting materials under nitrogen and the reaction was started by the addition of the catalyst. The reaction mixture was heated to the given temperature until TLC showed full conversion. The mixture was then cooled to room temperature and the product was purified according to the methods given in Table 2:
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