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| | 4-SULFAMOYLPHENYLBORONIC ACID, PINACOL ESTER Basic information |
| Product Name: | 4-SULFAMOYLPHENYLBORONIC ACID, PINACOL ESTER | | Synonyms: | 4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)benzenesulfonamide;4-SULFAMOYLPHENYLBORONIC ACID, PINACOL ESTER;BENZENESULFONAMIDE-4-BORONIC ACID PINACOL ESTER;4-Boronobenzenesulfonamide,pinacol ester;Benzenesulfonamide-4-boronic acid pinacol ester ,98%;4-Sulphamoylbenzeneboronic acid, pinacol ester;4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulphonamide;3-hydroxy-2,3-dimethylbutan-2-yl hydrogen (4-sulfamoylphenyl)boronate | | CAS: | 214360-51-7 | | MF: | C12H18BNO4S | | MW: | 283.15 | | EINECS: | | | Product Categories: | Amines;Boron Derivatives;Intermediates;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds;Aryl;Organoborons;Sulfonamide | | Mol File: | 214360-51-7.mol |  |
| | 4-SULFAMOYLPHENYLBORONIC ACID, PINACOL ESTER Chemical Properties |
| Boiling point | 427.1±47.0 °C(Predicted) | | density | 1.24±0.1 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | pka | 10.00±0.10(Predicted) | | form | solid | | color | Off-white to light yellow | | InChI | InChI=1S/C12H18BNO4S/c1-11(2)12(3,4)18-13(17-11)9-5-7-10(8-6-9)19(14,15)16/h5-8H,1-4H3,(H2,14,15,16) | | InChIKey | XDDLLUBKOZYOMY-UHFFFAOYSA-N | | SMILES | C1(S(N)(=O)=O)=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1 |
| | 4-SULFAMOYLPHENYLBORONIC ACID, PINACOL ESTER Usage And Synthesis |
| Uses | 4-SULFAMOYLPHENYLBORONIC ACID, PINACOL ESTER is used for preparation of Valdecoxib. | | Synthesis | Potassium acetate (2.5 g, 24.4 mmol) was added to a solution of 4-bromobenzenesulfonamide (2.00 g, 9.32 mmol) and bis(pinacolato)diboron (2.40 g, 9.32 mmol) in DMSO (20 mL) and the mixture was degassed for 45 minutes. Then [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (220 mg, 0.26 mmol) was added and the mixture was heated to 90C for 16 hours. Once cooled, the reaction mixture was diluted with EtOAc (30 mL), washed with water (3 x 30 mL), dried over MgSO4 and concentrated under vacuum. The residue was ground from Et2O (50 mL) and HCl (1 M, 50 mL), and the solid formed was dissolved in CH2Cl2 (30 mL) and filtered through a silica gel pad washed with Et2O, followed by concentration to give phenylsulfonamide-4-boronic acid as an off-white solid, 13% yield, 550 mg. |
| | 4-SULFAMOYLPHENYLBORONIC ACID, PINACOL ESTER Preparation Products And Raw materials |
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