Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Methyl p-toluenesulfonate | HCID 6645 | — |
| Reactant | 3-benzyl-5-(3-methylbenzothiazolin-2-ylidene)-2-thioxothiazolidin-4-one | HCID 1387902 | — |
| Solvent | Acetone | HCID 180 | — |
Reaction Steps
To a 200 mL flask was added 3-benzyl-5-(3-methylbenzothiazolin-2-ylidene)-2-thioxothiazolidin-4-one (5.00 g, 13.5 mmol), methyl p-toluenesulfonate (7.34 mL, 48.6 mmol) and anhydrous DMF(40 mL). After heating at 120° C. for 3 h, the mixture was allowed to cool to 60° C., transferred to a 1 L flask and diluted with acetone (400 mL). After cooling to room temperature, the precipitate was filtered under reduced pressure, washed first with acetone (50 mL) and then Et2O (100 mL), and dried under vacuum for 12 h to give the title product (6.25 g, 83%) as a yellow crystalline solid, which was used without further purification. 1H-NMR (CDCl3): δ 7.83 (1H, d), 7.75 (2H, m), 7.59–7.66 (2H, m), 7.50 (1H, m), 7.37–7.43 (5H, m), 7.06 (2H, d), 5.31 2H, s), 4.52 (3H, s), 3.22 (3H, s), 2.28 (3H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07115640B2 |
|---|
| Source dataset | uspto-grants-2006_10 |
|---|
| ORD ID | ord-134831c59df140ab823e26333a7cd55b |
|---|
| Source note | uspto-grants-2006_10 |
|---|