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Structure of 17243-13-9
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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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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'.
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CAS No. : | 17243-13-9 |
Formula : | C7H5ClO5S |
M.W : | 236.63 |
SMILES Code : | OC(=O)C1=C(O)C=CC(=C1)S(Cl)(=O)=O |
MDL No. : | MFCD00052974 |
GHS Pictogram: |
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Signal Word: | Danger |
Hazard Statements: | H314 |
Precautionary Statements: | P280-P305+P351+P338-P310 |
Class: | 8 |
UN#: | 3261 |
Packing Group: | Ⅲ |
* 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 |
---|---|---|
60% | With chlorosulfonic acid; | EXAMPLE 1 Synthesis of 5-chlorosulfonylsalicylic acid To 125 ml of chlorosulfonic acid in a round bottom flask, cooled with an ice bath, was slowly added 25 g. of salicylic acid with constant stirring. After all the salicylic acid was dissolved the cool mixture was heated in an oil bath, at 75 C. under constant stirring, for about 1 hour. The heated mixture was then carefully poured onto about 500 g. of crushed ice forming a white solid. The white solid was collected in a Buchner funnel and was recrystallized from CH2 Cl2 to provide a 60% yield of a product having a melting point of 170-172 C. and identified as 5-chlorosulfonylsalicylic acid. |
With chlorosulfonic acid; at 0 - 70℃; for 3h; | EXAMPLE A5; 2-Cyclopentyloxy-5-methylsulfamoyl-benzoic acid; (a) 5-Chlorosulfonyl-2-hydroxy-benzoic acid; To 3.26 mol chlorosulfonic acid at 0 C. was added 652 mmol salicylic acid in small portions, and the mixture was then allowed to stir at RT for 1 h, then at 50 C. for 1 h, and finally at 70 C. for 1 h. The mixture was then added dropwise to 1000 ml ice-water with stirring and stirring continued for an additional 30 min. The ensuing white crystals were collected by filtration, washed three times with water, and then dried in vacuo at 45 C. for 16 h to yield the title compound. | |
With chlorosulfonic acid; at 0 - 70℃; for 3h; | (a) 5-Chlorosulfonvl-2-hvdroxv-benzoic acid; To 3.26 mol chlorosulfonic acid at 0 0C was added 652 mmol salicylic acid in small portions and the mixture was then allowed to stir at RT for 1 h, then at 50 0C for 1 h, and finally at 70 0C for 1 h. The mixture was then added dropwise to 1000 ml ice-water with stirring and stirring continued for an additional 30 min. The ensuing white crystals were collected by filtration, washed three times with water, and then dried in vacuo at 45 0C for 16 h to yield the title compound. MS (m/e): 236.8 ([(37Cl)M-H]", 33%), 235.0 ([{37C1}M- H]", 100%) |
With chlorosulfonic acid; at 20 - 70℃; for 3h; | EXAMPLE B13 2-Methoxy-5-methylsulfamoyl-benzoic acid (a) 5-Chlorosulfonyl-2-hydroxy-benzoic acid; To 3.26 mol chlorosulfonic acid at 0 C. was added 652 mmol salicylic acid in small portions and the mixture was then allowed to stir at RT for 1 h, then at 50 C. for 1 h, and finally at 70 C. for 1 h. The mixture was then added dropwise to 1000 ml ice-water with stirring and stirring continued for an additional 30 min. The ensuing white crystals were collected by filtration, washed three times with water, and then dried in vacuo at 45 C. for 16 h to yield the title compound. MS (m/e): 236.8 ([{37Cl}M-H]-, 33%), 235.0 ([{37Cl}M-H]-, 100%) | |
With chlorosulfonic acid; thionyl chloride; at 0 - 25℃; for 15.9167h; | Example 1Preparation of 2- hydroxy-5-(4 methyl)-l-piperazinyl sulphonyl) benzoic acid Step-1: Preparation of 5-Chlorosulfonyl-2-hydroxy benzoic acidTo the chilled chlorosulfonic acid (1012 g), salicylic acid (200 g) was added at 0-50C over a period of 1 hour 40 min. The temperature of the reaction mixture was maintained at 20-250C for 2 hrs. Then thionyl chloride (172.4 g) was added over a period of 15 min and maintained for 12 hrs. The product formed was poured onto ice and maintained for lhr. The product was filtered and washed with DM water to get 5-Chlorosulfonyl-2- hydroxy benzoic acid. |