Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | 3-Acetyl-4-hydroxybenzene-1-sulfonic acid | HCID 18404747 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Sulfolane | HCID 31347 | — |
| Product | HCID 19045468 | HCID 19045468 | 72% |
Reaction Steps
A mixture of 3-acetyl-4-hydroxy-benzenesulfonic acid (3.0 g) (prepared according to T. Pfliegel et. al., Acta Chim. Acad. Sci. Hung., 98(2) 231-240(1978)) in tetramethylenesulfone (6 mL) and acetonitrile (6 mL) under argon was treated with triethylamine (1.94 mL) and N,N-dimethylacetamide (0.32 mL). This was stirred for 30 min and POCl3 was added dropwise maintaining the temperature below. 25° C. The reaction was stirred for 24 hr, cooled to 10° C. and quenched with water (15 mL). This mixture was warmed to 60° C. and stirred for 1 hr, at which point a precipitate formed which was then filtered and dried to give 2.34 g (72%) of 3-acetyl-4-hydroxybenzenesulfonylchloride.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05633247 |
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| Source dataset | uspto-grants-1997_05 |
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| ORD ID | ord-a21fa8981c44402c978c9e3b60a57916 |
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| Source note | uspto-grants-1997_05 |
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