Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | 3-Aminophenol | HCID 11568 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Phenylsulphonyl isocyanate | HCID 76096 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 22483910 | HCID 22483910 | — |
Reaction Steps
To a stirred solution of 5.65 g m-aminophenol in 45m-acetonitrile was added dropwise 9.5 g benzenesulphonylisocyanate such that the temperature was maintained at <40° C. The mixture was stirred for one hour at room temperature and allowed to stand overnight. To the reaction was then added 25ml water and 5.35 g 47% caustic soda and the reaction was heated to 55-60° C. To this was added, over two hours, 9.93 g p-toluenesulphonylchloride with simultaneous addition of 47% caustic soda so as to maintain the pH between 10 and 11. After two hours at 60° C. the reaction mass was neutralised with hydrochloric acid to produce a thick white precipitate of the desired product. This was isolated by filtration and washed with water to give after drying 21.1 g of product, melting point 162-170° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06624117B1 |
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| Source dataset | uspto-grants-2003_09 |
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| ORD ID | ord-b138f1df009547a2a44e782a9a944d8f |
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| Source note | uspto-grants-2003_09 |
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