HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Bromide → 2-Phenylmethyl-4-propyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | 4-Propyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide | HCID 18922248 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Dimethylformamide toluene | HCID 21735183 | — |
| Product | 2-Phenylmethyl-4-propyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide | HCID 18922257 | 35.5% |
Reaction Steps
A mixture of 4-propyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide (20.74 g, 0.117 tool) , phenylmethyl bromide (22.09 g, 0. 129 mol) and tetrabutylammonium bromide (3.77 g, 0. 012 tool) suspended in toluene/DMF (400ml:50ml) was refluxed for 40 hours, and cooled. The mixture was poured into ice/water, extracted with ethyl acetate, and the organic layer was concentrated in vacuo. The residue was purified by flash chromatography to afford 11.1 g of 2-phenylmethyl-4-propyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide (Formula IX: R1 =H; R2 =propyl) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05494925 |
| Source dataset | uspto-grants-1996_02 |
| ORD ID | ord-0399cbb2d8e24764a9ec006a7548e633 |
| Source note | uspto-grants-1996_02 |