HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → L-691121
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 5-(2-Bromoethyl)benzofurazan | HCID 11775899 | — |
| Reactant | N-(4-Oxospiro[chroman-2,4'-piperidine]-6-yl)methanesulfonamide hydrochloride | HCID 19045253 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | L-691121 | HCID 164390 | 41.2% |
Reaction Steps
A suspension of 5-(2-bromoethyl)benzofurazan (0.39 g, 1.72 mmol), 3,4-dihydro-6-methanesulfonamido spiro[(2H)-1-benzopyran-2,4'-piperidine]4-one hydrochloride (0.24 g, 0.69 mmol) and sodium bicarbonate (0.21 g, 2.55 mmol) in ethanol (13.2 ml) was heated at reflux temperature for 24 hr. Solvent evaporation and chromatography (silica gel, chloroform-methanol-ammonium hydroxide, 97/3/0.3) gave an oil; conversion to the hydrochloride gave the hydrochloride (0.14 g, 41%); mp>250° C. Anal. Calcd for C22H24N4O3.HCl: C, 53.59; H, 5.12; N, 11.37. Found: C, 53.55; H, 5.15; N, 11.12.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05206240 |
| Source dataset | uspto-grants-1993_04 |
| ORD ID | ord-13577edd6aa04b0c81e25ae649465068 |
| Source note | uspto-grants-1993_04 |