Home Cart 0 Sign in  

[ CAS No. 16468-97-6 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 16468-97-6
Chemical Structure| 16468-97-6
Structure of 16468-97-6 *Storage: {[proInfo.prStorage]}

Quality Control of [ 16468-97-6 ]

Related Doc. of [ 16468-97-6 ]

SDS
Alternatived Products of [ 16468-97-6 ]
Alternatived Products of [ 16468-97-6 ]

Product Details of [ 16468-97-6 ]

CAS No. :16468-97-6MDL No. :MFCD00159375
Formula : C12H10BrNO2S Boiling Point : -
Linear Structure Formula :-InChI Key :-
M.W :312.18Pubchem ID :-
Synonyms :

Computed Properties of [ 16468-97-6 ]

TPSA : - H-Bond Acceptor Count : -
XLogP3 : - H-Bond Donor Count : -
SP3 : - Rotatable Bond Count : -

Safety of [ 16468-97-6 ]

Signal Word:Class:
Precautionary Statements:UN#:
Hazard Statements:Packing Group:

Application In Synthesis of [ 16468-97-6 ]

  • Downstream synthetic route of [ 16468-97-6 ]

[ 16468-97-6 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 269409-73-6 ]
  • [ 16468-97-6 ]
  • 4'-(phenylsulfonamido)biphenyl-3-carboxylic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
65% With potassium phosphate; chloro(2-dicyclohexylphosphino-2?,4?,6?-triisopropyl-1,1?-biphenyl)[2-(2?-amino-1,1?-biphenyl?)]palladium(II); In tetrahydrofuran; at 84℃; for 16h;Inert atmosphere; General procedure: The halo aryl (1.0 equiv) was dissolved in anhydrous THF. The aryl boronic acid or aryl boronic ester(1.5 equiv) and inorganic base (5.0 equiv) were added. The solution was degassed by vacuum/Argoncycles (10 times), before addition of a palladium catalyst (10 mol%) and further degassed (5 times).The resulting mixture was stirred at 75-90 C under an inert atmosphere for 16-20 hours. The reactionmixture was filtered through Celite and diluted with water (approx. 30 mL) before washing with ethylacetate (3 x 30 mL). If not stated otherwise, the aqueous phase was concentrated under reducedpressure and applied to a C18 precolumn before purification on a 10 g or 60 g C18 column with agradient of acetonitrile in water (10-80%) to yield the desired molecule.
  • 2
  • [ 98-10-2 ]
  • [ 34176-08-4 ]
  • [ 16468-97-6 ]
YieldReaction ConditionsOperation in experiment
80% With dichloro bis(acetonitrile) palladium(II); silver(I) acetate In 1,4-dioxane; dimethyl sulfoxide at 120℃; for 24h; Inert atmosphere; Schlenk technique; General procedure for the synthesis of 3 General procedure: Under the argon atmosphere, a Schlenk tube (15 mL) equipped with a magnetic bar was loaded with the sulfonamide 1 (0.5 mmol), sodium arylsulfinates 2 (0.6 mmol, 1.2 equiv.), Pd(MeCN)2Cl2 (6.5 mg, 5 mol%) and AgOAc (166.9 mg, 1.0 mmol) in one portion. Then, the mixture of 1,4-dioxane/DMSO (3.5 mL in a 9:1 ratio) was added to obtain a clear solution and the reaction mixture was allowed to stir at 120 °C for 24 h. After cooling to room temperature, the mixture was filtered through a short celite pad and washed with dichloromethane (15 mL 3). The filtrate was concentrated and the oily crude product was purified by column chromatography using silica gel (200-300 mesh) as stationary phase and a petroleum ether and ethyl acetate (3/1) as eluent to give the N-aryl sulfonamides 3 in noted yields.
  • 3
  • [ 98-10-2 ]
  • [ 622-88-8 ]
  • [ 16468-97-6 ]
YieldReaction ConditionsOperation in experiment
70% With tert.-butylhydroperoxide; copper acetylacetonate; caesium carbonate In water; acetonitrile at 100℃; for 12h; Schlenk technique; 5. General procedure towards N-aryl sulfonamides 5 General procedure: Under the air atmosphere, a Schlenk tube (35 mL) equipped with a magnetic bar was loaded with the sulfonamide 4 (0.5 mmol), Cu(acac)2 (20 mol%), TBHP (70% in water, 2.0 equiv.), Cs2CO3 (2.0equiv.) in dry solvent MeCN (4.0 mL). Then the reaction mixture was allowed to stir at 60C for 12 h. After the completion of the reaction, as monitored by TLC analysis, the mixture was filtered through a short celite pad and washed with dichloromethane (15 mL x 3). The filtrate was concentrated, and the oily crude product was puried by column chromatography using silica gel (200-300 mesh) as stationary phase and a mixture of n-hexane and ethyl acetate (2:1) as eluent to give the corresponding arylated products 5 (Rf = ca.0.3 otherwise noted).
Historical Records