Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Propargyl alcohol | HCID 7859 | — |
| Reactant | HCID 70099299 | HCID 70099299 | — |
| Catalyst | p-Toluenesulfonic acid | HCID 6101 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86756092 | HCID 86756092 | 67.3% |
Reaction Steps
A mixture of 2-{{2-{5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl}-p-tolyl}oxy}-2-methylpropionic acid (0.500 g, 0.000960 mol), p-toluenesulfonic acid (0.0100 g), propargyl alcohol (0.0538 g, 0.000960 mol) and toluene is stirred one day at 50° C., cooled to room temperature and concentrated in vacuo to obtain a residue. Chromatography of the residue on silica gel with ether:methylene chloride affords the title compound (0.360 g, 67.2%) which is identified by NMR spectral analysis.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06156700 |
|---|
| Source dataset | uspto-grants-2000_12 |
|---|
| ORD ID | ord-7bd885e922244bf1a3ce3de357e07474 |
|---|
| Source note | uspto-grants-2000_12 |
|---|