Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 556205Generated: October 25, 2026

1,8-Diamino-9,10-anthracenedione → 1,8-Bis(3-chloropropionamido)anthraquinone

https://huagongshe.com/reaction/556205

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diamino-9,10-anthracenedioneHCID 8511—
Reactant3-Chloropropionyl chlorideHCID 69364—
CatalystPyridineHCID 1049—
SolventDimethylformamideHCID 6228—
Product1,8-Bis(3-chloropropionamido)anthraquinoneHCID 1074075558%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08053583B2
Source datasetuspto-grants-2011_11
ORD IDord-7128a3e17df04099b9867a2f2d98eb81
Source noteuspto-grants-2011_11