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Chemical Structure| 5784-95-2 Chemical Structure| 5784-95-2

Structure of 5784-95-2

Chemical Structure| 5784-95-2

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Product Details of [ 5784-95-2 ]

CAS No. :5784-95-2
Formula : C15H13NO
M.W : 223.27
SMILES Code : COC1=CC=C(C(N2)=CC3=C2C=CC=C3)C=C1
MDL No. :MFCD00443483
InChI Key :BHCBPEBRFMLOND-UHFFFAOYSA-N
Pubchem ID :231244

Safety of [ 5784-95-2 ]

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 [ 5784-95-2 ]

* 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 [ 5784-95-2 ]

[ 5784-95-2 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 157869-15-3 ]
  • [ 5784-95-2 ]
YieldReaction ConditionsOperation in experiment
> 99% With zinc dibromide; In toluene; at 130℃; for 24h; General procedure: To a stirred solution of the corresponding 2-iodoaniline (6, 1 mmol) in toluene (3 mL) under argon atmosphere were added Pd/CuO-Fe3O4 (50 mg), NaOH (400 mg, 10 mmol), and the corresponding alkyne (2, 1.5 mmol). The resulting mixture was stirred at 130 C until the end of reaction (see Table 6). The catalyst was removed by a magnet and the resulting mixture was quenched with water and extracted with EtOAc. The organic phases were dried over MgSO4, followed by evaporation under reduced pressure to remove the solvent. The product was purified by chromatography on silica gel (hexane/ethyl acetate) to give the corresponding compounds 7. Yields are included in Table 6. Then, to a stirred solution of 7 (1 mmol) in toluene (4 mL) was added ZnBr2 (225 mg, 1 mmol). The resulting mixture was stirred at 130 C during 24 h. The mixture was quenched with water and extracted with EtOAc. The organic phases were dried over MgSO4, followed by evaporation under reduced pressure to give the pure products 8 in quantitative yields. Physical and spectroscopic data for compounds 7 and 8, as well as literature for known compounds, follow.
91% With silver nitrate; In water; at 130℃;Sealed tube; Sonication; Green chemistry; General procedure: To a sealed tube (10 mL) was added 3-(phenylethynyl)pyridin-2-amine (1a; 50 mg, 0.26 mmol), H2O (2 mL), and AgNO3 (8.7 mg, 0.052 mmol). After ultrasonic oscillation for 5 min, the mixture was stirred at 130 C for about 16 h. The reaction product was filtered, washed with H2O, and dried to give a brown solid; yield: 48 mg (96%); mp 209-210 C; HPLC purity 98%.
  • 2
  • [ 5784-95-2 ]
  • [ 104-15-4 ]
  • [ 144657-66-9 ]
  • [ 1443528-04-8 ]
 

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