HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thiosulfate ion → HCID 58532315, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thiosulfate ion | HCID 1084 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Monochloramine | HCID 25423 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 6-Bromo-1H-pyrrolo[3,2-b]pyridine | HCID 24229256 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58532315 | HCID 58532315 | 62% |
Reaction Steps
To a solution of 6-Bromo-1H-pyrrolo[3,2-b]pyridine (1.9 g, 10 mmol) in 20 mL of DMF at 0° C. was added NaH (60% in oil, 0.49 g, 12 mmol) in three portions. The mixture was stirred at room temperature for 30 min. A solution of NH2Cl in Et2O (prepared according to the procedure described in J. Org. Chem. 2004, 1371: ˜0.15 M, 80 mL) was added at −20° C. The mixture was warmed up to room temperature for 15 min and was poured into a saturated solution of thiosulfate and ammonium chloride, and extracted with ethyl acetate. The organic layer was concentrated and the residue washed with small amount of ethyl acetate to give pink solid (1.3 g, 62% yield)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912330B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-adcb3176c40941ea9d08347cdd51b507 |
| Source note | uspto-grants-2014_12 |