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[ CAS No. 4854-84-6 ] {[proInfo.proName]}

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Chemical Structure| 4854-84-6
Chemical Structure| 4854-84-6
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Product Details of [ 4854-84-6 ]

CAS No. :4854-84-6 MDL No. :MFCD00191367
Formula : C13H10N2 Boiling Point : -
Linear Structure Formula :- InChI Key :CPJQKNUJNWPAPH-UHFFFAOYSA-N
M.W : 194.23 Pubchem ID :97193
Synonyms :

Safety of [ 4854-84-6 ]

Signal Word:Danger Class:9
Precautionary Statements:P273-P280-P305+P351+P338 UN#:3077
Hazard Statements:H302-H312-H318-H332-H400 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 4854-84-6 ]

* 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 [ 4854-84-6 ]

[ 4854-84-6 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 4854-84-6 ]
  • [ 57774-35-3 ]
YieldReaction ConditionsOperation in experiment
67% A mixture of 45b (3.15 g, 15 mmol)Was dissolved in 50 mmol of hydrobromic acid solution,Sodium nitrite (1.4 g, 20 mmol) was added at a rate,After stirring for 10 h,Copper bromide (2.8 g, 20 mmol) was added,Continue stirring for 5 hours,The reaction solution was washed with water,Washed with saturated salt 3 times,Ethyl acetate extraction,Filtered, the solvent was evaporated to dryness under vacuum steaming,Purification by silica gel column chromatography,To obtain solid compound 45c (2.57 g, 10 mmol)Yield 67%.
With tert.-butylnitrite; copper(I) bromide; In dichloromethane; at 70℃; for 3h; General procedure: A mixture of isoamyl nitrite (4 mL, 30 mmol), copper (II) chloride (3.22 g, 24 mmol) and 4-bromo-2-(trifluoromethoxy)aniline (Compound 30A) (5.1 g, 20 mmol) in acetonitrile (80 mL) was heated at 70 oC for 3 hours. The mixture was poured into an aqueous HCl solution (0.5 M, 50 mL) and extracted with ethyl acetate (50 mL x 2). The combined extracts were washed with water (50 mL x 4) and brine (50 mL), dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was purified with flash column chromatography on silica gel (petroleum ether) to afford Compound 30B. LC-MS (ESI) m/z: non-ionizable compound under routine conditions used.1H-NMR (DMSO-d6, 400 MHz): d (ppm) 7.33-7.35 (m, 1H), 7.37-7.40 (m, 1H), 7.48 (t, J = 1.6 Hz, 1H).
  • 2
  • [ 57774-35-3 ]
  • [ 4854-84-6 ]
YieldReaction ConditionsOperation in experiment
31.11% 51.1 g (198.0 mmol) of 4'-bromo-[1.1'-biphenyl]-4-carbonitrile (4'-bromo-[1.1'-biphenyl]-4-carbonitrile) in a 1-neck 1000 mL flask,Benzophenone imine 39.5 g (217.8 mmol), NaOtBu 57.1 g (593.9 mmol) and toluene 500 mL were added and stirred, followed by Pd (dba) 23.4 g (5.9 mmol) and BINAP 7.4 g (11.9 mmol) were added. and stirred under heating and reflux all day.When the reaction was completed, the reaction was cooled to room temperature, the solvent was evaporated, water was added, and the mixture was extracted with dichloromethane, the organic phase was dried over anhydrous MgSO4, passed through a celite pad with chloroform, and the solvent was removed by vacuum distillation. The obtained slightly brown liquid compound was added to 500 mL of tetrahydrofuran, stirred, adjusted to pH 2 with 4N HCl, and stirred at 50 C. for 4 hours. When the reaction was completed, the solvent was removed, acetone was added to the obtained solid, stirred for 30 minutes, and then filtered to obtain a red solid. The solid was adjusted to pH 8 or higher with NaOH, stirred for 30 minutes, extracted with dichloromethane, the solvent was removed, and purified by column chromatography (Hex:CHCl3) to form a slightly red solid compound (intermediate (20)) 12.0 g (yield) : 31.1%) was obtained.
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