HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-Hydroxy-1-[4-[2-(5-phenyl-[1,2,4]-oxadiazol-3-yl)-ethoxy]-benzyl]-urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Trimethylsilyl isocyanate | HCID 70696 | — |
| Reactant | N-[4-[2-(5-phenyl-[1,2,4]-oxadiazol-3-yl)-ethoxy]-benzyl]-hydroxylamine | HCID 10591115 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-Hydroxy-1-[4-[2-(5-phenyl-[1,2,4]-oxadiazol-3-yl)-ethoxy]-benzyl]-urea | HCID 10713101 | 70% |
Reaction Steps
To a solution of N-[4-[2-(5-phenyl-[1,2,4]-oxadiazol-3-yl)-ethoxy]-benzyl]-hydroxylamine (1.5 g, 4.82 mmol in dioxane (70 mL) was added trimethylsilylisocyanate (0.84 g, 7.23 mmol). After stirring for 2 hours at room temperature the mixture was poured into H2O, acidified with HCl (2N), and extracted with EtOAc. The organic extracts were dried over MgSO4. Evaporation and crystallization from acetone/ether (after cooling to 0° C.), gave a white solid (1.2 g, 70% yield, m.p. 135°-136° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05428048 |
| Source dataset | uspto-grants-1995_06 |
| ORD ID | ord-cedd0dd128d9425ca8c717c3fc1015ca |
| Source note | uspto-grants-1995_06 |