HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrazine → Ammonium Hydroxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | (+/-)-2a-[(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]-2a,5-dihydropyrrolo[4,3,2-de]quinoline-2,4(1H,3H)-dione | HCID 67173953 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ammonium Hydroxide | HCID 14923 | — |
| Product | (+/-)-2a-(Aminomethyl)-2a,5-dihydropyrrolo[4,3,2-de]quinoline-2,4(1H,3H)-dione | HCID 57663772 | — |
Reaction Steps
A solution of (±)-2a-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]-2a,5-dihydropyrrolo[4,3,2-de]quinoline-2,4(1H,3H)-dione from Step A (2.30 g, 6.62 mmol) and hydrazine (1.05 mL, 33.1 mmol) in EtOH (30 mL) was heated at 70° C. for 2 h, then cooled to ambient temperature and filtered. The filtrate was concentrated in vacuo. The crude product was purified by silica gel chromatography, eluting with a gradient of CH2Cl2:MeOH:NH4OH—100:0:0 to 90:9:1, to give the title compound. MS: m/z=218 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07947677B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-7e3ece8a3df344218241444115925d24 |
| Source note | uspto-grants-2011_05 |