HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,8-Diamino-9,10-anthracenedione → 1,8-Bis(3-chloropropionamido)anthraquinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,8-Diamino-9,10-anthracenedione | HCID 8511 | — |
| Reactant | 3-Chloropropionyl chloride | HCID 69364 | — |
| Catalyst | Pyridine | HCID 1049 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1,8-Bis(3-chloropropionamido)anthraquinone | HCID 10740755 | 58% |
Reaction Steps
Dissolve 1,8-diaminoanthraquinone (0.476 g, 2 mmol) in N,N-dimethylformamide (20 ml). Add pyridine (0.5 ml) as catalyst in an ice bath and then add 3-chloropropioyl chloride (0.6 ml, 6 mmol). Remove the ice bath, introduce nitrogen, protect from light, and stir the solution at room temperature for one day. The reacted mixture is poured into ice water and filtered to get precipitate. The precipitate is recrystallized from ethanol to obtain orange compound 4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08053583B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-7128a3e17df04099b9867a2f2d98eb81 |
| Source note | uspto-grants-2011_11 |