Structure of 632-24-6
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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.
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Batch number can be found on the product's label following the word 'Batch'.
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CAS No. : | 632-24-6 |
Formula : | C7H7NO4S |
M.W : | 201.20 |
SMILES Code : | O=C(O)C1=CC=CC=C1S(=O)(N)=O |
MDL No. : | MFCD00127704 |
InChI Key : | KDNIOKSLVIGAAN-UHFFFAOYSA-N |
Pubchem ID : | 69436 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-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 |
---|---|---|
EXAMPLE 6 2-Chloro-5-chlorosulfonylbenzoic acid is reacted by the method of Example 1with each of the indicated amines to yield the corresponding sulfamylbenzoic acid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In ethylene glycol; at 13℃; | 5 g (25 mmol) of <strong>[632-24-6]2-sulfamoylbenzoic acid</strong> were mixed with 5.6 g of ethyleneglycol to give a white suspension which was cooled down to 13C. 3.8 g (25 mmol) DBU were added dropwise and 19.7 g additional ethyleneglycol were then added to give a white suspension. 53 g additional ethyleneglycol were then added to give a colorless solution.13C-NMR (DMSO, 400 MHz, delta ppm): 171 .5, 166, 141 , 140.5, 132, 131 , 128, 126, 63 (ethyleneglycol), 54? 48.5, 38.5, 32.5, 29.5, 26.5, 24, 19.5. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In ethylene glycol; at 17℃; | 6 g (30 mmol ) of <strong>[632-24-6]2-sulfamoylbenzoic acid</strong> were mixed with 7.4 g of ethyleneglycol to give a white suspension which was cooled down to 17C. 3.4 g (30 mmol) DABCO were added dropwise to give a white suspension. 2 g additional ethyleneglycol were then added. Stir- ring was continued over night to give a colorless solution.13C-NMR (DMSO, 400 MHz, delta ppm): 172, 140.5, 140, 132, 130, 128.5, 126, 63.5 (ethyleneglycol), 44.5. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | With thionyl chloride; at 0 - 80℃; for 2.0h; | General procedure: 2-Sulfamoylbenzoic acid or 3-sulfamoylbenzoic acid(0.25 mmol) was placed in a 25-mL round-bottomed flaskand SOCl2 (3 mL) was added dropwise at 0C with stirring.The reaction mixture was placed in an 80C oil bath andrefluxed for 2 h. The reaction mixture was cooled to roomtemperature and the volatiles were removed in vacuum byrotary evaporation, leaving a light-yellow oil. Separately, thesolution of the benzyl-protected L-proline 4a (60 mg, 0.25mmol) and TEA (56 mg, 0.55 mmol) in anhydrous DCM (5mL) was prepared under argon. The solution of the obtainedbenzoyl chloride in anhydrous DCM (5 mL) was added tothe solution of the L-proline at 0 C and the reaction mixturewas stirred at room temperature until completion. The mixturewas diluted with DCM (70 mL) and washed successivelywith sat. NaHCO3 (60 mL) and brine (60 mL). Theorganic layer was dried over Na2SO4, filtered and concentratedunder reduced pressure. The residue was purified byflash column chromatography (PE: EA=2: 1) to afford 6b or7b. |
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