HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59282857, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 6-Methoxy-1,3-benzothiazol-2(3H)-one | HCID 13745706 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59282857 | HCID 59282857 | 68.2% |
Reaction Steps
A solution of 6-methoxybenzthiazol-2-one (1, 0.036 g, 0.2 mmol), anhydrous K2CO3 (0.110 g, 0.8 mmol, 4 eq) and benzyl bromide (0.035 L, 0.3 mmol, 1.5 eq) was stirred in anhydrous DMF (2 mL) at 120° C. for 2 h. The reaction mixture was cooled and poured in to water, extracted with EtOAc. The EtOAc layer washed with water (2×10 mL), dried over Na2SO4 and evaporated to dryness. The crude mixture was purified by Combiflash, using hexane-ethylacetate (7:3) as a solvent afforded W-124 as a solid (0.037 g, 68%) as colorless oil; 1H NMR (CDCl3): δ 7.36-7.25 (5H, m), 7.0 (1H, d, J=2.4 Hz), 6.85 (1H, d, J=8.8 Hz), 6.77 (1H, dd, J=8.8 and 2.8 Hz), 5.12 (2H, s), 3.79 (3H, s); MS: 274.0 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420052B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-14a826eda94a4fd6a31868560b05f6a8 |
| Source note | uspto-grants-2013_04 |