Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | HCID 178440791 | HCID 178440791 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 178440790 | HCID 178440790 | 60.7% |
Reaction Steps
2-[5-tert.-Butyl-4-hydroxy-3-[1,1-dimethyl-2-(tetrahydropyran-2-yloxy)ethyl]benzylidene]-3,4-dihydro-3-oxo-4-(1H-tetrazol-5-ylmethyl)-2H-1,4-benzothiazine (compound No. 2-2, 0.31 g) was dissolved in a mixture of methanol (5 ml) and chloroform (1 ml). To the mixture, p-toluenesulfonic acid monohydrate (0.05 g) was added and the mixture was stirred for 3 hours at 60° C. Saturated sodium chloride solution was added to the mixture and the whole was extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated in vacuo. The oily residue was purified by silica gel column chromatography to give 0.16 g (60.7%) of the titled compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05547952 |
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| Source dataset | uspto-grants-1996_08 |
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| ORD ID | ord-163b2fcb18f54a529875c93288276c4a |
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| Source note | uspto-grants-1996_08 |
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