HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrazine → 4-Bromo-6-hydrazino-isoquinolin-1-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1-Amino-4-bromo-6-fluoro-isoquinoline | HCID 25059438 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Bromo-6-hydrazino-isoquinolin-1-ylamine | HCID 25059692 | 64% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A solution of 1-amino-4-bromo-6-fluoro-isoquinoline (0.1179 g, 0.49 mmol), and hydrazine (0.5 mL) in THF (5 mL) is microwaved at 100° C. for 40 min. Then it is placed in an oil bath and is stirred at 100° C. for 16 h. The reaction mixture is cooled to RT. It is treated with NaHCO3 (satd. aq, 10 mL). The aqueous phase is extracted with EtOAc (2×). The combined organic layers are washed with brine, and dried over MgSO4. The solvent is evaporated and the residue is dried under vacuum to afford 0.079 g (64%) of 4-Bromo-6-hydrazino-isoquinolin-1-ylamine. LC/MS m/z=254 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07678803B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-a1c3fd4690034534a94a4d996ebc6b68 |
| Source note | uspto-grants-2010_03 |