Home Cart Sign in  
Chemical Structure| 90766-48-6 Chemical Structure| 90766-48-6

Structure of 90766-48-6

Chemical Structure| 90766-48-6

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 90766-48-6 ]

CAS No. :90766-48-6
Formula : C10H8BrNO2S
M.W : 286.15
SMILES Code : O=S(C1=C2C=CC=CC2=C(Br)C=C1)(N)=O
MDL No. :MFCD08161616
InChI Key :CZTMGDKMOJRIEI-UHFFFAOYSA-N
Pubchem ID :7573863

Safety of [ 90766-48-6 ]

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

Application In Synthesis of [ 90766-48-6 ]

* 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 [ 90766-48-6 ]

[ 90766-48-6 ] Synthesis Path-Downstream   1~16

  • 1
  • [ 63279-36-7 ]
  • [ 90766-48-6 ]
YieldReaction ConditionsOperation in experiment
27% With ammonium hydroxide; In dichloromethane; water; at 20.0℃; for 2.0h; 4-bromonaphthalene-1-sulfonyl chloride (1.4 g, 4.58 mmol) was suspended in 10 mL ofdichloromethane. To it was added 5 mL of ammonium hydroxide (aq.). The mixture was stirred at room temperature. After 10 mm, the suspension turned to a solution, and then became a suspension again. It was stirred for 2h. TLC indicated that the starting material was consumed. The reaction mixture was diluted with water and 5% MeOH in dichloromethane. The organic layer was separated, washed with brine, dried over Na2SO4 and concentrated. Biotage purification (5-20%ethyl acetate in dichlormethane) afforded 4-bromonaphthalene- 1-sulfonamide, (0.36 g, 27%).
With ammonia; In dichloromethane; at 20.0℃; for 2.0h; Ammonia gas was purged to a solution of 4-bromonaphthalene-l-sulfonyl chloride (1.0 g, 3.29 mmol, 1.0 eq) in dichloromethane (10 mL) and the solution was stirred at ambient temperature for 2 h. After complete consumption of starting material, the reaction mixture was evaporated under reduced pressure to obtain a crude product, which was purified by flash chromatography on silica gel, 234-400 mesh, using gradient of ethyl acetate in hexanes as eluent to obtain 4-bromonaphthalene-l -sulfonamide. LCMS: Purity 85.83%. MS calculated for [M] 286.14 and found [M-H]+ 285.97.
  • 2
  • 4-bromo-naphthalene-1-sulfonyl bromide [ No CAS ]
  • [ 90766-48-6 ]
  • 4
  • 4-bromo-naphthalene-sulfonyl chloride-(1) [ No CAS ]
  • ammonium carbonate [ No CAS ]
  • [ 90766-48-6 ]
  • 5
  • [ 90766-48-6 ]
  • [ 100-51-6 ]
  • [ 420808-69-1 ]
  • 6
  • [ 90766-48-6 ]
  • [ 73183-34-3 ]
  • 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalene-1-sulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
57% With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate; In 1,4-dioxane; at 80.0℃; for 18.0h;Inert atmosphere; To a solution of <strong>[90766-48-6]4-bromonaphthalene-1-sulfonamide</strong> (0.36 g, 1.25 mmol) in 8 mL of dioxane were added bis(pinacolato)diboron (2 eq. 0.64 g) and potassium acetate (0.37 g, 3 eq.). It was degassed and flushed with argon. Catalyst (1,1 ‘-bis(diphenylphosphino)ferrocene]dichloropalladium(II)dichloromethane adduct (0.05 g, 0.05 eq.). The mixture was heated in 80 C oil bath under Ar for 18 h. After TLC indicated it was done, it was cooled to RT, quenched with water and extracted with EtOAc (2x). The combined organic layer was washed with brine, dried over Na2SO4, and concentrated. Biotage purification with 5-20% EtOAc in dichloromethane and tritriation with EtOAc gave 0.24 g of the desired product, 4-(4,4,5,5-tetramethyl- 1,3 ,2-dioxaborolan-2- yl)naphthalene- 1-sulfonamide, in 57 % yield.
  • 7
  • [ 90-11-9 ]
  • [ 90766-48-6 ]
  • 8
  • [ 90766-48-6 ]
  • 4-(6-(6-(4-methylpiperidin-1-yl)pyridin-3-yl)pyrazolo[1,5-a]pyrimidin-3-yl)naphthalene-1-sulfonamide trifluoroacetic acid [ No CAS ]
  • 9
  • [ 90766-48-6 ]
  • tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate [ No CAS ]
  • tert-butyl 4-(4-sulfamoylnaphthalen-1-yl)-3,6-dihydropyridine-1(2H)-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With bis-triphenylphosphine-palladium(II) chloride; potassium phosphate; In 1,4-dioxane; at 100.0℃; for 16.0h;Inert atmosphere; A mixture of 4-bromonaphthalene-l -sulfonamide (0.825 g, 2.89 mmol, 1.0 eq), tert- butyl 4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-l(2H)-carboxylate (2.25 g, 7.23 mmol, 2.5 eq) and K3P04 (1.84 g, 8.68 mmol, 3.0 eq) in 1,4-Dioxane (10 mL) was purged with nitrogen for 15 min. Pd(PPh3)2Cl2 (0.203 g, 0.289 mmol, 0.1 eq) was added to the reaction mixture and was stirred under nitrogen atmosphere, at 100 C for 16 h. After complete consumption of starting material, the mixture was cooled to ambient temperature and partitioned between water and ethyl acetate. The organic extract was separated and the aqueous extract was again extracted with ethyl acetate. The combined organic extract was washed with brine, dried over anhydrous Na2S04, filtered and solvents evaporated from the filtrate under reduced pressure to obtain a crude product, which was purified by flash chromatography on silica gel, 100-200 mesh, using gradient of ethyl acetate in hexanes as eluent to obtain tert-butyl 4-(4- sulfamoylnaphthalen-l-yl)-3,6-dihydropyridine-l(2H)-carboxylate. LCMS: Purity 96.79%. MS calculated for [M] 388.48 and found [M-H] +387.25.
  • 10
  • [ 162109-20-8 ]
  • [ 90766-48-6 ]
  • 11
  • [ 90766-48-6 ]
  • 4-(piperidin-4-yl)naphthalene-1-sulfonamide hydrochloride [ No CAS ]
  • 12
  • [ 90766-48-6 ]
  • tert-butyl 4-(4-sulfamoylnaphthalen-1-yl)piperidine-1-carboxylate [ No CAS ]
  • 13
  • [ 364-74-9 ]
  • [ 90766-48-6 ]
  • 4-bromo-N-(4-fluoro-2-nitrophenyl)naphthalene-1-sulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
96% With potassium carbonate; In N,N-dimethyl-formamide; at 140.0℃; for 0.2h;Microwave irradiation; General procedure: A mixture of benzenesulfonamides (1, 1.0 mmol), halogenated nitrobenzene(2, 1.0 mmol) and K2CO3 (1.1 mmol) were dissolved in DMF in a microwave tube. Then, the reaction mixture was irradiated in a microwave apparatus at 140 C for 12 minutes. After the reaction mixture was cooled to ambient temperature, the product was concentrated, and the crude mixture was purified by column chromatography on silica gel to the desired products 3.
89% With potassium carbonate; In N,N-dimethyl-formamide; at 140.0℃; for 0.25h;Microwave irradiation; Add 1 mmol of 4-bromo-1-naphthalenesulfonamide and 1.1 mmol of 2,5-difluoronitrobenzene to a reaction tube containing 1.5 mmol of anhydrous potassium carbonate and 5 mL of N,N-dimethylformamide (DMF). Then cover the reaction tube cover,Microwave radiation reaction at 140 degrees Celsius for 15 minutes, then cooled to room temperature.After opening, acidify, extract ethyl acetate and combine the organic phase.After drying over anhydrous sodium sulfate, the filtrate was dried under reduced pressure and column chromatography.The eluent is petroleum ether and acetone. Made a yellow solid,Yield: 89%;
  • 14
  • [ 345-18-6 ]
  • [ 90766-48-6 ]
  • 4-bromo-N-(4-chloro-2-nitrophenyl)naphthalene-1-sulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% With potassium carbonate; In N,N-dimethyl-formamide; at 140.0℃; for 0.23333299999999998h;Microwave irradiation; Add 1 mmol of 4-bromo-1-naphthalenesulfonamide and 1.1 mmol of 2-nitro-4-chlorofluorobenzene to a reaction tube containing 1.5 mmol of anhydrous potassium carbonate and 5 mL of N,N-dimethylformamide (DMF) Medium, then cover the reaction tube cover,After microwave irradiation for 14 minutes at 140 C, it was cooled to room temperature, opened and acidified. The organic phase was extracted with ethyl acetate and dried over anhydrous sodium sulfate.The filtrate was dehydrated under reduced pressure and column chromatography.The eluent is petroleum ether and acetone. Made a yellow solid,Yield: 90%;
With potassium carbonate; In N,N-dimethyl-formamide; at 140.0℃; for 0.2h;Microwave irradiation; General procedure: A mixture of benzenesulfonamides (1, 1.0 mmol), halogenated nitrobenzene(2, 1.0 mmol) and K2CO3 (1.1 mmol) were dissolved in DMF in a microwave tube. Then, the reaction mixture was irradiated in a microwave apparatus at 140 C for 12 minutes. After the reaction mixture was cooled to ambient temperature, the product was concentrated, and the crude mixture was purified by column chromatography on silica gel to the desired products 3.
  • 15
  • [ 364-73-8 ]
  • [ 90766-48-6 ]
  • 4-bromo-N-(4-bromo-2-nitrophenyl)naphthalene-1-sulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
94% With potassium carbonate; In N,N-dimethyl-formamide; at 140.0℃; for 0.2h;Microwave irradiation; General procedure: A mixture of benzenesulfonamides (1, 1.0 mmol), halogenated nitrobenzene(2, 1.0 mmol) and K2CO3 (1.1 mmol) were dissolved in DMF in a microwave tube. Then, the reaction mixture was irradiated in a microwave apparatus at 140 C for 12 minutes. After the reaction mixture was cooled to ambient temperature, the product was concentrated, and the crude mixture was purified by column chromatography on silica gel to the desired products 3.
  • 16
  • [ 345-17-5 ]
  • [ 90766-48-6 ]
  • 4-bromo-N-(4-fluoro-2-nitrophenyl)naphthalene-1-sulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
95% With potassium carbonate; In N,N-dimethyl-formamide; at 140.0℃; for 0.2h;Microwave irradiation; General procedure: A mixture of benzenesulfonamides (1, 1.0 mmol), halogenated nitrobenzene(2, 1.0 mmol) and K2CO3 (1.1 mmol) were dissolved in DMF in a microwave tube. Then, the reaction mixture was irradiated in a microwave apparatus at 140 C for 12 minutes. After the reaction mixture was cooled to ambient temperature, the product was concentrated, and the crude mixture was purified by column chromatography on silica gel to the desired products 3.
 

Historical Records

Technical Information

Categories