Structure of 66-39-7
*Storage: {[sel_prStorage]}
*Shipping: {[sel_prShipping]}
The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
4.5
*For Research Use Only !
Change View
Size | Price | VIP Price | US Stock |
Global Stock |
In Stock | ||
{[ item.pr_size ]} |
Inquiry
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.discount_usd) ]} {[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} |
Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]} | Inquiry {[ item.pr_usastock ]} In Stock Inquiry - | {[ item.pr_chinastock ]} {[ item.pr_remark ]} In Stock 1-2 weeks - Inquiry - | Login | - + | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days
1-2weeks
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price, item.pr_usd) ]}
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
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
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 66-39-7 |
Formula : | C13H10O3S |
M.W : | 246.28 |
SMILES Code : | O=CC1=CC=C(S(=O)(C2=CC=CC=C2)=O)C=C1 |
MDL No. : | MFCD00444612 |
InChI Key : | OFZOVFCBBFJMNV-UHFFFAOYSA-N |
Pubchem ID : | 14417477 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P301+P312-P302+P352-P304+P340-P305+P351+P338 |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
61% | Sodium borohydhde (777 mg, 20.5 mmol) was added slowly in portions to a 0 C solution of 4-(benzenesulfonyl)-benzaldehyde (4.29 g, 18.6 mmol) and tetrahydrofuran (60 ml_). The reaction mixture was allowed to warm to room temperature, then stirred at room temperature for 4 hours. The reaction mixture was then cooled over an ice-water bath, diluted with ethyl acetate (80 ml_), then carefully quenched with a saturated aqueous solution of ammonium chloride (10 ml_). The mixture was washed with water (80 ml_), then the organic phase was dried over MgSO4, filtered, and concentrated to afford 2.83 g (61 %) of (4-benzenesulfonyl- phenyl)-methanol as a white solid. This product was used in subsequent steps without further purification. | |
With sodium tetrahydroborate; In tetrahydrofuran; methanol; for 1h; | 4-(Phenylsulfonyl)benzaldehyde (prepared according to the method of Ulman et al., J. Org. Chem. (1989), 54(19), 4691-2; 12.3 g, 50 mmol) was dissolved in tetrahydrofuran and methanol was added, followed by careful addition of sodium borohydride (2.0 g, 52.9 mmol). The reaction was stirred for 1 hour before pouring into water and extracting with ethyl acetate. The organic layer was dried over MgSO4 and evaporated in vacuo to give [4-(phenylsulfonyl)phenyl]methanol. This was treated with phosphorus tribromide and heated to reflux for 16 hours. The cooled reaction mixture was poured onto ice and extracted with ethyl acetate. The organic layer was dried over MgSO4 and evaporated in vacuo. The residue was purified by flash column chromatography on silica, eluting with dichloromethane, to give 1-(bromomethyl)-4(phenylsulfonyl)benzene (10.1 g, 65%). δH (500 MHz, CDCl3): 7.96-7.90 (4 H, m), 7.59-7.56 (1 H, m), 7.52-7.49 (4 H, m). | |
Example 1 l-fluoro-2-[4-(phcnylsulfonyl)bcnzyl]oxy}bcnzcncStep 1: l-(bromomethyl)-4-(phenylsulfonyl)benzene; 4-(Phenylsulfonyl)benzaldehyde (prepared according to the method of Ulman et ah, J. Org. Chent. (1989), 54(19), 4691-2; 12.3 g, 50 mmol) was dissolved in THF and MeOH was added, followed by careful addition of sodium borohydride (2.0 g, 52.9 mmol). The reaction was stirred for 1 h before pouring into water and extracting with EtOAc. The organic layer was dried over MgSO4 and evaporated in vacuo to give [4-(phenylsulfonyl)phenyl]methanol. This was treated with phosphorus tribromide and heated to reflux for 16 h. The cooled reaction mixture was poured onto ice and extracted with EtOAc. The organic layer was dried over MgSO4 and evaporated in vacuo. The residue was purified by flash column chromatography on silica, eluting with dichloromethane, to give to give the title compound as a solid (10.1 g, 65%). 1H NMR (500 MHz, CDCl3): δ 7.96-7.90 (4 H, m), 7.59-7.56 (1 H, m), 7.52-7.49 (4 H, m). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | In dimethyl sulfoxide; at 120℃; for 96h; | Sodium phenylsulfinate (16.4 g, 0.1 mol) and 4-fluorobenzaldehyde (12.4 g, 0.1 mol) were combined in dimethylsulfoxide (100 mL) and heated at 120C for 4 days. The cooled reaction was poured into water. The resulting crystals were filtered off and washed with water, then dissolved in ethyl acetate/dichloromethane, dried and concentrated in vacuo until crystallisation ensued. The mixture was diluted with isohexane and the crystals filtered off and washed with further isohexane to yield 4(phenylsulfonyl)benzaldehyde (19.6 g, 80%). δH (500 MHz, d6 DMSO): 10.06 (1 H, s), 8.16 (2 H, d, J = 8.3 Hz), 8.09 (2 H, d, J = 8.3 Hz), 7.99 (2 H, d, J = 7.7 Hz), 7.71 (1 H, t, J = 6.9 Hz), 7.63 (2 H, t, J = 7.7 Hz). |
80% | In dimethyl sulfoxide; at 120℃; for 96h; | In the first step, 60 ml of DMSO was added to a 100 ml round bottom flask equipped with a condenser tube with stirring,Then, 8.2 g (0.05 mol) of sodium benzenesulfinate was added to the flask, 6.2 g (0.05 mol) of p-fluorobenzaldehyde,The reaction was then stirred at 120 4 days.After completion of the reaction, the mixture was cooled to room temperature,The reaction mixture was poured into a large amount of water,Precipitate the precipitate and wash it several times with water,The precipitate was then recrystallized three times with a mixed solvent of ethyl acetate / dichloromethane,To give 9.8 g of 4-benzenesulfonylbenzaldehyde in 80% yield; |
41% | In dimethyl sulfoxide; at 100℃; for 20h; | A mixture of 4-fluorobenzaldehyde (6 g, 48 mmol), sodium benzenesulfinate (7.5 g, 4.6 mmol), and dimethylsulfoxide (30 ml_) was heated at 100 C for 20 hours. The reaction mixture was cooled to room temperature, then partitioned between ethyl acetate and water. The organic phase was dried over MgSO4, filtered, and concentrated to give a white solid. A solution of this crude product and dichloromethane was evaporated over silica gel, and the resulting silica gel supported crude product was purified using flash chromatography (Analogix SuperFlash column, 15% - 40% ethyl acetate in hexanes) to give 4.29 g (41 %) of 4-(benzenesulfonyl)-benzaldehyde as a white solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
76% | In dimethyl sulfoxide; at 180℃; for 1.5h;Microwave irradiation; | Example 35: (S)-4-(4-Benzenesulfonyl-benzyl)-2-phenyl-morpholine4-Benzenesulfonyl-benzaldehyde; A microwave vessel was charged with Ig of 4-chlorobenzaldehyde in 6mL of DMSO and 1.75g of sodium benzenesulfinate. The vessel was sealed and heated in a microwave reactor at 1800C for 1.5 hours. The mixture was cooled and poured into 12mL of ice water. Filtered and the solid was purified by flash chromatography using ethyl acetate/hexane as eluent mixtures to afford 1.34g of the title compound. 76 % yield. |
76% | In dimethyl sulfoxide; at 180℃; for 1.5h;Microwave irradiation; | A microwave vessel was charged with Ig of 4-chlorobenzaldehyde in 6mL of DMSO and 1.75g of sodium benzenesulfmate. The vessel was sealed and heated in a microwave reactor at 180 oC for 1.5 hours. The mixture was cooled and poured into 12mL of ice water. Filtered and the solid was purified by flash chromatography using ethyl acetate/hexane as eluent mixtures to afford 1.34g of product. 76 % yield. |
12% | With copper(l) iodide; potassium carbonate; In 1-methyl-pyrrolidin-2-one; at 150℃; for 1h;Microwave irradiation; | 4-(phenylsulfonyl)benzaldehyde. The mixture of 4-chlorobenzaldehyde (1.4 g, 10 mmol) and sodium benzenesulfinate (1.7 g, 10 mmol) and CuT (190 mg, 1 mmol) and K2C03 (138 mg, 1 mmol) in NIVIP (10 mL) was stirred at 1 50C for 1 hr with the microwave. The mixture was quenched with H20 and extracted with EtOAc. The combined organic layer was washed with brine, dried over Mg504 and concentrated in vacuo. The residue was purified by columnchromatography (Petroleum ether:EtOAc =10:1) to give 4-(phenylsulfonyl)benzaldehyde (300 mg, yield 12%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
68% | To a solution of 11 lmg of (S)-(+)-2-amino-l-phenylethanol in 1OmL of THF was added116μL of acetic acid and 200mg of 4-benzenesulfonyl-benzaldehyde. The mixture was stirred at room temperature for 20 minutes and then added 344mg of sodium triacetoxyborohydride. The reaction mixture was stirred at room temperature overnight. The mixture was quenched with saturated sodium carbonate aqueous solution and extracted with ethyl acetate three times. The organic layer was washed with brine and dried with magnesium sulfate. The filtrate was concentrated and purified by flash chromatography using methanol/dichloromethane as eluent mixtures to afford 202mg of product. 68 % yield. ES MS (+) m/z 368 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With thionyl chloride; In isopropyl alcohol; | EXAMPLE 1 3-[(4-Phenylsulfonylphenyl)methylene]-2,4-pentanedione To a solution containing 2.1 g of 4-phenylsulfonylbenzaldehyde and 1.5 g of 2,4-pentanedione in 10 ml of 2-propanol was added 1 ml of thionyl chloride with stirring at 20 C. The solution was stirred for 1 h at 20 C. and evaporated to dryness in vacuo. The residue was crystallized from toluene, mp 102-105 C. | |
With thionyl chloride; In isopropyl alcohol; | Example 1 3-[(4-Phenylsulfonylphenyl)methylene]-2,4-pentanedione To a solution containing 2.1 g of 4-phenylsulfonylbenzaldehyde and 1.5 g of 2,4-pentanedione in 10 ml of 2-propanol was added 1 ml of thionyl chloride with stirring at 20C. The solution was stirred for 1h at 20C and evaporated to dryness in vacuo. The residue was crystallized from toluene, mp 102-105C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
42% | With potassium carbonate; In methanol; at 20℃; for 72h; | To a mixture of <strong>[66-39-7]4-(phenylsulfonyl)benzaldehyde</strong> (8 g, 32.5 mmol) and potassium carbonate (8.97 g, 65 retool) in methanol (400 mL) was added diethyl (1-diazo-2oxopropyl)phosphonate (8.6 g, 39 mmol). The reaction was stirred at room temperature for 3 days then poured into water (600 mL) and extracted with ethyl acetate (x3). The combined organic layers were dried and evaporated. The residue was purified by flash column chromatography on silica, eluting with 5% ethyl acetate/isohexane, to give 1-ethynyl-4-(phenylsulfonyl)benzene (3.3 g, 42%). δH (500 MHz, CDCl3): 7.94-7.88 (4 H, m), 7.60-7.50 (5 H, m), 3.23 (1 H, s). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | Lithium chloride (0.57 g, 13.5 mmol, dried at 140C under vacuum) and copper(I) cyanide (0.605 g, 6.8 mmol) were dissolved in tetrahydrofuran (5 mL) and cooled to 40C under nitrogen. 4-Fluorobenzylzinc chloride (0.5M in tetrahydrofuran, 15 mL) was added dropwise and the solution cooled to -20C for 5 minutes then to -78C. Boron trifiuoride diethyl etherate (1.7 mL, 13.5 mmol) and 4(phenylsulfonyl)benzaldehyde (Example 113 Step 1,300 mg, 1.2 mmol) in tetrahydrofuran (5 mL) were added and the reaction stirred at -78C for 30 minutes then warmed to 25C and quenched with saturated ammonium chloride solution. Ethyl acetate was added and the mixture stirred for 10 minutes then the layers separated. The organic layer was washed with brine, dried over MgSO4 and evaporated. The residue was purified by flash column chromatography on silica, eluting with 40% ethyl acetate/isohexane, to give the title compound as a whim solid (0.386 g, 90%). δH (360 MHz, CDCl3): 7.94-7.88 (4 H, m), 7.58-7.43 (5 H, m), 7.107.02 (2 H, m), 6.99-6.93 (2 H, m), 4.92-4.88 (1 H, m), 2.99-2.85 (2 H, m), 2.01 (1 H, d, J = 3.2 Hz). |
A160410 [5398-77-6]
4-(Methylsulfonyl)benzaldehyde
Similarity: 0.97
A652509 [43114-43-8]
3-(Methylsulfonyl)benzaldehyde
Similarity: 0.95
A644528 [863990-64-1]
4'-(Methylsulfonyl)-[1,1'-biphenyl]-3-carbaldehyde
Similarity: 0.90
A644528 [863990-64-1]
4'-(Methylsulfonyl)-[1,1'-biphenyl]-3-carbaldehyde
Similarity: 0.90
A160410 [5398-77-6]
4-(Methylsulfonyl)benzaldehyde
Similarity: 0.97
A652509 [43114-43-8]
3-(Methylsulfonyl)benzaldehyde
Similarity: 0.95
A868263 [640769-68-2]
4'-(Methylsulfonyl)-[1,1'-biphenyl]-4-carbaldehyde
Similarity: 0.90
A160410 [5398-77-6]
4-(Methylsulfonyl)benzaldehyde
Similarity: 0.97
A652509 [43114-43-8]
3-(Methylsulfonyl)benzaldehyde
Similarity: 0.95
A644528 [863990-64-1]
4'-(Methylsulfonyl)-[1,1'-biphenyl]-3-carbaldehyde
Similarity: 0.90
A644528 [863990-64-1]
4'-(Methylsulfonyl)-[1,1'-biphenyl]-3-carbaldehyde
Similarity: 0.90