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[ CAS No. 89520-70-7 ]

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Chemical Structure| 89520-70-7
Chemical Structure| 89520-70-7
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Product Details of [ 89520-70-7 ]

CAS No. :89520-70-7 MDL No. :MFCD11618015
Formula : C6H4BrNaO2S Boiling Point : -
Linear Structure Formula :- InChI Key :N/A
M.W :243.05 g/mol Pubchem ID :-
Synonyms :

Safety of [ 89520-70-7 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P270-P271-P272-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 UN#:
Hazard Statements:H302-H315-H319-H335-H317 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 89520-70-7 ]

  • Downstream synthetic route of [ 89520-70-7 ]

[ 89520-70-7 ] Synthesis Path-Downstream   1~15

  • 1
  • [ 141-32-2 ]
  • [ 89520-70-7 ]
  • [ 423775-08-0 ]
YieldReaction ConditionsOperation in experiment
85% With copper diacetate; palladium diacetate In tetrahydrofuran; dimethyl sulfoxide at 70℃; for 6h; stereoselective reaction;
  • 2
  • [ 123-91-1 ]
  • [ 89520-70-7 ]
  • [ 1451371-34-8 ]
YieldReaction ConditionsOperation in experiment
73% With di-tert-butyl peroxide; palladium diacetate at 120℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; General procedure: A 15mL Schlenk tube was charged with sodium sulfinates or arene sulfonyl chlorides (1.0mmol), DTBP (2 mmol), Pd(OAc)2(2 mol %), 1,4-dioxane (or THF, MTBE, DME, 4 mL) and flushed ith argon. The resultant mixture was stirred at 120°C for 12 h in the sealed vessel. After the reaction was completed by TLC monitoring, the mixture was cooled to ambient temperature, poured into 20 mL of brine, and extracted with ethyl acetate (3 × 15 mL). The combined organic phase was dried over anhydrous Na2SO4 and filtered, and all of the volatiles were removed under reduced pressure. The resulting residue was purified by flash silica gel column chromatography (eluent: hexane/EtOAc, v/v = 20/1) to affordthe desired products.
  • 3
  • [ 89520-70-7 ]
  • [ 3352-05-4 ]
  • C15H9BrN2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% With [2,2]bipyridinyl; tert-butyl peroxyacetate; palladium diacetate In acetonitrile at 100℃; for 6h;
  • 4
  • [ 102-96-5 ]
  • [ 89520-70-7 ]
  • [ 138147-85-0 ]
YieldReaction ConditionsOperation in experiment
76% With dipotassium peroxodisulfate; silver nitrate In N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere; stereoselective reaction;
  • 5
  • [ 864377-33-3 ]
  • [ 89520-70-7 ]
  • C24H16BrNO2S [ No CAS ]
YieldReaction ConditionsOperation in experiment
7.3 g With copper diacetate; potassium carbonate; In dimethyl sulfoxide; at 20℃; for 16.25h;Molecular sieve; 3phrase 500ml were placed in a round bottom flask, intermediate 2-2 (10g) and 2-4 substituent (6.9g) and dimethyl sulfoxide (200ml) was stirred for 15 minutes. After the addition of copper acetate (4.8g) and potassium carbonate (6.6g) in turn into a 4A molecular sieves (200g) it was stirred at room temperature for 16 hours. After stacking the reaction solution was filtered in a light tight cell layer was added to ammonium chloride solution was separated and the ethyl acetate layer. The resulting organic layer was dried over magnesium sulfate and concentrated under reduced pressure to remove the solvent. The dichloromethane was concentrated to a substance produced by the column separation using methane and hexane to obtain 7.3g of the title intermediate 2-3.
  • 6
  • [ 2905-24-0 ]
  • [ 89520-70-7 ]
YieldReaction ConditionsOperation in experiment
39 g With Sodium hydrogenocarbonate; anhydrous sodium sulphite In water monomer at 70 - 80℃; for 4h; 2.2 Synthesis of Intermediate Compound 2-2 3 phrase 500ml round bottom flask and a thermometer in distilled water (300ml) were added the sodium sulphite (33.8g) and sodium hydrogen carbonate (22.9g) was added to a column with 70 ~ 80 °C. Turn off the heat source while adding bit by bit the compound 2-1 (20ml) was stirred for 1 hour. This mixed solution was stirred for 3 hours at 70 ~ 80 °C to remove the rear heat source and was gradually cooled to room temperature. After filtration and washed with ethanol, the precipitate was dried under reduced pressure of the filtrate. After drying under reduced pressure to a dry product is dissolved in the solution part of the high-purity ethanol to give 39g of a white solid intermediate 2-2 of the resulting salt form.
387 mg With anhydrous sodium carbonate; anhydrous sodium sulphite In water monomer at 70℃; Inert atmosphere;
With sodium hydrogen sulphite; anhydrous sodium sulphite In water monomer at 80℃; for 4h;
With Sodium hydrogenocarbonate; anhydrous sodium sulphite In water monomer at 80℃; for 4h; 6 Preparation of sodium 3-bromobenzenesulfinate (R3 in formula III is m-bromophenyl) Sodium sulfite (20mmol, 2.50g), sodium bicarbonate (20mmol, 1.68g), 3-bromobenzene-1-sulfonyl chloride (10mmol, 2.55g) and water (10mL) were added to a 50mL single-necked flask, and then the flask Placed in an oil bath at 80°C and stirred for 4 hours, and detected by TLC. After the reaction is complete, it is cooled to room temperature, and water is removed by a rotary evaporator. Then, wash the spin-dried solid with hot ethanol solution, filter with suction and collect the filtrate. The filtrate is concentrated under reduced pressure to obtain a white solid, which is the desired product, sodium 3-bromobenzenesulfinate. The product is dried in vacuum After being dried in the box for 12 hours, keep it for later use.
With Sodium hydrogenocarbonate; anhydrous sodium sulphite In water monomer at 80℃; for 12h;
With Sodium hydrogenocarbonate; anhydrous sodium sulphite In water monomer at 80℃; for 3h;
With Sodium hydrogenocarbonate; anhydrous sodium sulphite In water monomer at 80℃; for 3h; 2) Typical procedure of the preparation for sodium arylsulfinates General procedure: The ethyl 4-(chlorosulfonyl)benzoate (20 mmol, 1.0 equiv, 4.98 g) was dissolved in water (50 mL). Sodium sulfite (40 mmol, 2.0 equiv, 5.04 g) and sodium bicarbonate(40 mmol, 2.0 equiv, 3.4 g) were added, and the reaction mixture was stirred at 80 oCfor 3 h. The solvent was evaporated and ethanol (100 mL) was added to the residue.The suspension was heated to 80 oC for 10 min, refluxed and filtered. The filtrate wasevaporated, and then ethanol (100 mL) was added and heated to 80 oC for 10 min,refluxed and filtered at the second time. The solvent was evaporated under vacuum togive sodium 4-(ethoxycarbonyl)benzenesulfinate (1c, 2.7 g, 58%) as white powders.
With Sodium hydrogenocarbonate In water monomer at 80℃; for 3h;

  • 7
  • [ 89520-70-7 ]
  • [ 623-47-2 ]
  • (Z)-ethyl 3-((3-bromophenyl)sulfonyl)acrylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
91% With water at 60℃; for 0.166667h; 4 Example 4 In a clean dry 10 ml round-bottomed flask, 65 mg of sodium m-bromophenylsulfinate and 74 mg of ethyl propiolate were successively added and the reaction was stirred at 60 ° C for 10 minutes with 2 ml of water as the reaction solvent. After the end of the reaction, the organic layer was extracted by adding ethyl acetate. The organic phase was directly dried and dissolved in a small amount of petroleum ether and ethyl acetate (30: 1, v / v) and separated by short silica gel column to afford 72.5 mg of a white solid , Yield 91%.
  • 8
  • [ 89520-70-7 ]
  • [ 623-47-2 ]
  • (Z)-ethyl 3-((3-bromophenyl)sulfonyl)acrylate [ No CAS ]
  • (E)-ethyl 3-((3-bromophenyl)sulfonyl)acrylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
87.5 % de With sulfuric acid; water for 0.166667h; Green chemistry; Overall yield = 94 %; Overall yield = 74.7 mg; stereoselective reaction;
  • 9
  • [ 89520-70-7 ]
  • [ 536-74-3 ]
  • (E)-1-bromo-3-((2-iodo-2-phenylvinyl)sulfonyl)benzene [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% With iodine In water at 20℃; for 2h; Green chemistry; stereoselective reaction;
  • 10
  • [ 89520-70-7 ]
  • [ 68965-44-6 ]
  • C7H5BrF2O2S2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% Stage #1: [(difluoromethyl)thio]methylbenzene With chlorine In chloroform at -10℃; for 1h; Stage #2: sodium 3-bromobenzenesulfinate In chloroform at -10 - 20℃; for 10h; 5 Example 5 3-Bromothiodifluoromethyl aryl sulfonate A 50 mL tube was filled with 16.3 mL of Cl 2 /CHCl 3 solution (1.232 mol/L, 20 mmol). The flask was stirred in a cold bath at -10° C., and difluoromethyl-substituted benzylthiol 2 (3.48 g, 20 mmol) was added to the reaction. 1h (monitored using 19F NMR). Sodium 3-bromophenylsulfinate (20 mmol) was rapidly added in a cold bath at -10°C and then allowed to warm to room temperature for 10 h. The reaction solution was filtered, desolventized under reduced pressure, and purified by flash silica gel column chromatography to give 4.34 g of the corresponding product in a yield of 72%. The purity of the hydrogen spectrum was greater than 98%.
  • 11
  • [ 89520-70-7 ]
  • [ 100-51-6 ]
  • benzyl 3-bromobenzenesulfinate [ No CAS ]
YieldReaction ConditionsOperation in experiment
89% With chloro-trimethyl-silane In dichloromethane at 25℃; for 1h;
  • 12
  • [ 109-99-9 ]
  • [ 89520-70-7 ]
  • C10H11BrO3S [ No CAS ]
YieldReaction ConditionsOperation in experiment
84% With dipotassium peroxodisulfate In water at 20℃; for 10h; Inert atmosphere; regioselective reaction; II General Procedure for the Synthesis of 2-(phenyl sulfonyl) tetrahydrofuran 3: General procedure: A mixture of tetrahydrofuran 1 (1.0 mmol), sodium sulfinate 2 (1.0 mmol), K2S2O8 (1.5 equiv), and H2O (3 mL) was taken in a flask and stirred at rt for 8-12 h (Table 2). After completion of the reaction (monitored by TLC), water (5 mL) was added and the mixture was extracted with ethyl acetate (3 × 5 mL). The combined organic phase was dried over anhydrous Na2SO4, filtered and evaporated under reduced pressure. The resulting crude product was purified by silica gel chromatography using a mixture of hexane/ethyl acetate (4:1) as eluent to afford an analytically pure sample of product 3. Characterization data of compounds 3 are given below:
  • 14
  • [ 89520-70-7 ]
  • [ 1578268-91-3 ]
  • 3-(((3-bromophenyl)sulfonyl)methyl)-2-methoxyisoindolin-1-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
34% With dmap; copper(II) nitrate trihydrate In nitromethane at 70℃; Schlenk technique; Inert atmosphere;
  • 15
  • [ 552-16-9 ]
  • [ 89520-70-7 ]
  • 1-((3-bromophenyl)sulfonyl)-2-nitrobenzene [ No CAS ]
YieldReaction ConditionsOperation in experiment
66% With 1,10-Phenanthroline; silver carbonate at 160℃; for 18h; Schlenk technique; Sealed tube;
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